Tetrahedron The International Journal for the Rapid Publication of Critical Reviews and Original Research Communications in Organic Chemistry and Related Disciplines, Especially Bio-organic Chemistry Founded jointly by Sir Robert Robinson and R. B. Woodward Chairman of the executive board of editors for Tetrahedron publications Sir Derek Barton, Texas A & M University, USA SUBJECT INDEX, AUTHOR INDEX AND VOLUME CONTENTS Volume 53 (1997) ©} Pergamon TETRAHEDRON EXECUTIVE BOARD OF EDITORS FOR TETRAHEDRON PUBLICATIONS Chairman: Professor Sir Derek Barton, FRS Texas A & M University, Chemistry Department, PO Box 300012, College Station, TX 77842-3012, USA (Fax: | 409 845 7177) Professor Sir J. E. Baldwin, FRS, Dyson Perrins Laboratory, Professor G. H. Posner, Department of Chemistry, Johns Hopkins Oxford, OX! 3QY, UK University, Baltimore, MD 21218, USA (Fax: 44 1865 275632) (Fax: | 410 516 8420) Professor D. L. Boger, Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA Professor M. Shibasaki, Faculty of Pharmaceutical Sciences, University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113, Japan (Fax: | 619 784 7550) (Fax: 81 35 684 5206) Professor S. G. Davies, Dyson Perrins Laboratory, Oxford, OX1 3QY, UK Professor T. Shioiri, Faculty of Pharmaceutical Sciences, Nagoya (Fax: 44 1865 275633) City University, Tanabe-dori, Mizuho-ku, Nagoya 467, Japan (Fax: 8152 834 4172) Professor L. Ghosez, Laboratoire de Chimie Organique de Synthése, Université Catholique de Louvain, B-1348 Louvain-la- Professor W. Steglich, Institut fiir Organische Chemie der Neuve, Belgium (Fax: 32 10 47 29 44) Universitat Miinchen, Karlstr. 23, D-80333 Miinchen, Germany (Fax: 49 89 5469225) Professor A. R. Katritzky, FRS, Department of Chemistry, University of Florida, Gainesville, FL 32611, USA Professor R. J. K. Taylor, Department of Chemistry, University (Fax: 1 352 392 9199) of York, Heslington, York, YO! SDD, UK Professor N. K. Kochetkov, N. D. Zelinsky Institute of Organic (Fax: 44 1904 434523) Chemistry, Academy of Sciences, Moscow B-334, Russia (Fax: 7 095 13 55 328) Professor E. J. Thomas, Department of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, UK Professor Lin Guo-Qiang, Shanghai Institute of Organic (Fax: 44 161 2754622) Chemistry, Academia Sinica, Shanghai 200032, China (Fax: 86 21 .64166263) Professor H. H. Wasserman, Department of Chemistry, Yale Professor S. F. Martin, Department of Chemistry and University, PO Box 208107, New Haven, CT 06520-8107, USA Biochemistry, University of Texas, Austin, TX 78712, USA (Fax: 1 203 432 9990) (Fax: | 512 471 4180) (Associate Editor, Professor D. P. Curran) Professor W. B. Motherwell, Department of Chemistry, Professor C.-H. Wong, Department of Chemistry, The Scripps University College, 20 Gordon Street, London, WC1H OAJ, UK Research Institute, La Jolla, CA 92037, USA (Fax: 44 171 380 7463) (Fax: | 619 784 7550) Professor G. Ourisson, Centre National de la Recherche Scientifique, Centre de Neurochimie, 67084 Strasbourg, Cedex, Professor Y. Yamamoto, Department of Chemistry, Faculty of France Science, Tohoku University, Sendai 980-8578, Japan (Fax: 33 3 88 607620) (Fax: 81 22 217 6784) (Associate Editor, Professor G. Solladié) (Associate Editor, Professor M. Hirama) Editor Tetrahedron Organic Chemistry Series: Professor Sir J. E. Baldwin, FRS, Dyson Perrins Laboratory, Oxford, OX] 3QY, UK BOARD OF CONSULTING EDITORS F. Arcamone, Milan S. Hanessian, Montreal J. Michalski, Lodz S. L. Schreiber, Cambridge, MA J.-E. Backvall, Uppsala S. Ito, Tokushima K. Mori, Tokyo A. I. Scott, College Station, TX A. G. M. Barrett, London H. Kessler, Munich T. Mukaiyama, Tokyo A. Shanzer, Rehovot R. G. Bergman, Berkeley, CA J.-M. Lehn, Strasbourg T. Nakai, Tokyo K. B. Sharpless, La Jolla, CA R. Breslow, New York, NY S. V. Ley, Cambridge K. Nakanishi, New York, NY A. B. Smith, III, Philadelphia, PA H. C. Brown, Lafayette, IN X. T. Liang, Beijing K. C. Nicolaou, La Jolla, CA G. Stork, New York, NY E. J. Corey » Cambridge, MA X. Lu, Shanghai T. Norin, Stockholm W. Tochtermann, Kiel 4 = rag New York, NY P. D. Magnus, Austin, TX R. Noyori, Nagoya B. M. Trost, Stanford, CA . B. Dervan, Pasadena, CA : : é P. Deslongchamps, Sherbrooke M. Makosza, Warsaw S. Nozoe, Sendai G. L. Verdine, Cambridge, MA A. Dondoni, Ferrara L. N. Mander, Canberra S. Omura, Tokyo P. von Ragué Schleyer, Erlangen J. Elguero, Madrid S. Masamune, Cambridge, MA L. E. Overman, Irvine, CA K. B. Wiberg, New Haven, CT D. A. Evans, Cambridge, MA F. Mathey, Palaiseau P. Potier, Gif-sur-Yvette E. Winterfeldt, Hannover B. Giese, Basel G. Mehta, Hyderabad J. Rebek, Jr, Cambridge, MA . Yonemitsu, Okayama R. 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The Item-Fee Code for this publication is: 0960-894X/98 $19.00 + 0.00 Subject Index 1997 epoxide hydrolases as asymmetric catalysts, 15617 free radical cyclisations involving nitrogen, 17543 high pressure and selectivity on organic reactions, Corrigenda from previous volumes 2669 Beard M.J., Bailey J.H., Cherry D.T., Moloney hydroborations catalysed by transition metal com- M.G., Bo Shim S., Statham K.A., Bamford M.J., plexes, 4957 Lamont R.B.: 52, 3719 (1996): correction to intramolecular cycloaddition reactions of allylic structures 3 and 4, 1177 cations, 6235 Colombani D., Maillard B.: 52, 14855 (1996): ex- new organometallic reagents using highly reactive planatory text for Scheme 2, p. 14587; additions to metals, 1925 ref. 8 and to Table 2; correction to p. 14860, 1545 optically active isoxazolidines via asymmetric Dodziuk H.: 52, 12941 (1996): Topological isomers cycloaddition reactions of nitrones with alkenes, in Figure 1 should read Constitutional isomers, 401 403 Goj O., Kotila S., Haufe G.: 52, 12761 (1996): organic reactions on alumina, 7999 correction to references 1-6, 401 peroxidases, oxidations catalysed by, 13183 Lan McEldoon W., Wiemer D. F.: 52, 11695 (1986): prebiotic chemistry: a bioorganic perspective, 11493 pmr data of 2'-ketouridine (11) on p. 11701 reactions of electrophilic carbenes with a-amino acid corrected, 1546 derivatives, 3425 Ramig K., Krishnaswami A., Rozov L. A.: 52, 319 regio- and stereoselective synthesis of y-alkylidene- (1996): reversal of absolute stereochemistry of butenolides and related compds, 6707 compound 6, 9415 solid-phase organic reactions, Nov 95-Nov 96, 5643 Williams L., Zhang Z., Shao F., Carroll P.J., Joullié synthesis of nonracemic phosphonates, 16609 M.M.: 52, 11673 (1996): various corrections to synthetic applications of furan Diels-Alder chemistry, configurations in the Experimental section, 1923 14179 Perspectives synthetic studies with carbohydrate-derived chiral Leonard, N. J., on the chemistry of research collabor- auxiliaries, 14823 ation, 2324 templation and encapsulation in supramolecular Reports chemistry, 15911 allylic protecting groups and their use in a complex Symposia-in-print environment, 13509 chemical biology, 11937 ambiphilic allenyl enolates, reactivity, 10197 combinatorial chemistry, applications of anionic oxy-Cope rearrangements, recent applica- solid-supported synth, 6573 tions, 13971 modern organic chemistry of polymerization, 15157 asymmetric Heck reaction, 7371 new synthetic methods, 16213 chemical transformations induced by hypervalent recent applications of synthetic organic chemistry, iodine reagents, 1179 8689 chromium carbene complex photochemistry in recent aspects of S, Se and Te chemistry, 12067 organic synthesis, 4105 Acetals controlled racemization of optically active organic acetals or thioacetals of 5- and e-(phenylthio)ketones, compounds: prospects for asymmetric _ trans- aromatic radical-anion induced reductive lithiation formation, 9417 of, synth of 8- and ¢e-lithioketone equivalents, cyclopenta[c]pyran skeleton of iridoid lactones, 17607 synthesis, 14507 acetylenic acetals, reactions with 2-aminothiophenol, design and synthesis of conformationally constrained synth of 2,4-substituted quinolines via benzo[d] amino acids as versatile scaffolds and peptide [1,4]thiazepine intermediates, 641 mimetics, 12789 5-amino-4-(4-nitropheny])-1,3-dioxan, synthesis and Tetrahedron stereochemistry of Schiff bases, 1909 olic oxidation route, 3879 anodic oxidation of methylnaphthalenes and 9- methylenecyclohexane siloxy acetals, Prins-pinacol methylanthracene, formation of quinone acetals, spiroannulations of, synth of spiro[4.5]decan-6- 8613 ones, 8927 asymmetric desymmetrization of 2,2',6,6'-tetra- oxasilacyclopentane acetals, synth by insertion of hydroxybiphenyl using /-menthone, synth of formamides into a C-Si bond of trans-silirane, resolved 2,2’-biaryldiols, 16663 synthetic utility of, 16597 bis-orthocyclophanes with dioxymethylene-bridged a-oxoketene O,N-acetals, reaction with maleic 10-membered rings between benzenoid units; synth, anhydride, synth of N-alkyl-3,4-disubstituted pyrrol- stacking of aromatic rings, 3015 idine-2,5-diones, 17643 bromoketals, reaction with tri-n-butyltin chloride and palmarumycins CP, and C,, and CP,, and CP., 1,8- sodium cyanoborohydride to generate ethers via a naphthalenediol —, absolute configuration and con- tandem sequence comprising of a radical cyclisa- formation, calculation of CD spectra, 1655, 3101 tion-reductive demethoxylation sequence, 10479 prep from aldehydes and alcohols in CH,Cl, using cleavage of — function in A-type proanthocyanidins, AlFe-pillared montmorillorute, 15889 2591 quinone monoketals by phenyliodonium diacecate crotonaldehyde dimethy] acetal, theoretical study of oxidation of naphthols, reaction with phthalide metallo-dehydrogenation and addition of MeLi and sulfones provides benz[a]Janthraquinones, 2177 MeK, 7937 silylketene acetals, enantioselective conjugate cyclic and acyclic acetals, hydrolysis to the addition to 2-carboxycyclopentenones promoted by corresponding carbonyl compds by catalytic CBr, in TADDOL.TiCl, complexes, 13009 CH,CN/H,O solvent mixture under different energy spiroketal fragment of calyculin A, synth of D- sources, 14255 xylone-1,4-lactone as intermediate to, 9769, 9777 cyclohex-3-en-l-one chiral —, amination via a-stannylacetals, reaction with organometallic aziridines using ethyl N-nitrobenzenesulfonyloxy- reagents to provide enantioenriched a-alkoxyalkyl- carbamate, 4779 stannanes, 7615 difluoroketene silyl acetal, asymmetric aldol addition 2,4,6,13-tetraoxapentacyclo[5.5.1.0°!'.0°?.0*!7]tri- of aldehyde catalysed by chiral Lewis acids, synth decanes, synth by ozonolysis of 2-endo-7-anti-di- of the corresponding a,a-difluoro B-hydroxy esters, acylnorbornenes, 2401 10271 see also Acylals, Aminals, Dioxolans, Selenoacetals, dihydroxy-anthraquinones from naphthoquinone Thioacetals monoketals and 5-thio-furan-2(5H)-ones, 1823 Acetogenins 1,7-dioxaspiro[6.6Jundecanes, synth of C11-C25 scanlonenyne, halogenated C,, acetogenin from the fragment of avermectin A,,, 9377 red alga Laurencia obtusa, structure, 4271 dipheny! dithioacetals and alkyl pheny! dithioacetals, Acetylenes reaction with tributyltin hydride, synth of see Alkynes a-phenylsulfenyl and a-alkylsulfenyl radicals Acidity respectively, cyclisation of, 4291 equilibrium — of sulfoxides and sulfones in THF, ion hemiketals and a-diols by addition of water or pairing, 10103 alcohol to 3-halopyruvamides, 13739 Acridines heterocyclic ketene N,O-acetals, synth from 4-aryl acridones, synth from 1,4-dihydro-4-oxoquinoline-2- isoxazolin-5S-ones, 10433 butanoic acid derivs by cyclization and aromatiz- ketalisation of tetrahydroxyketones, application to ation, 12717 synth of ketal core of zaragozic acid, kinetics and 3-amino acridine, reaction with formaldehyde, synth thermodynamics, 11179 of a dihydrooxazine, a tetrahydropyrimidine deriv, ketalised a- and B-lithiated af-unsaturated ketones, a Tréger’s base analogue or acridino[3,4-/]-benzo new masked acylvinyl anion equivalents, 4921 [b][1,7]phenanthroline depending on stoichiometry, ketone silyl acetal, Mukaiyama reaction of catalysed 2871 by organotin perchlorates, 14275 disodium 1,8-disulfonato-3,4,5,6-acridinetetra- 7-methoxy-3,4-dihydro-2H-1-benzopyran-2-one, carboxylic acid, formation of a dimer in water that dimethy]! ortho-ester formation and reactions, 3863 encloses a hydrophobic cavity, 10523 8a-methoxy-2H,6H-chromen-6-ones, synth by phen- pyrido[2,3-b]acridine-5,11,12-triones, synth from Tetrahedron N-protected quinolones, 341 acetalation and deglucosylation, 11659 Acylals Addition reactions generation and reaction with Grignard and organo-Li 2-acyl-N-tosyl oxazolidines, diastereoselective reagents, formation of esters, 12679 addition of nucleophiles to C=O, 1759 Acylation addition of nitroalkanes to prochiral acceptors of aza-allyl carbanions derived from N-[bis(methy]l- catalysed by proline rubidium salts, 11223 thio)methylene]glycine ethyl ester and JN-[bis- addition of Reformatsky reagent derived from t-butyl (methylthio)methylene]benzpyrelpa omfoixnazeo,l- a-bromoacetate to carbonyl compds induced by es, o,a-disubstituted a-acyl-a-amino acids and chiral B-amino alcohols, 3787 a,B-didehydroamino acids, 3679 1,6-additions to alkenynones and alkenynoates, synth cyclic and open-chain a-silylvinyl sulfides, synth, —, of allenyl enolates, reactivity of, 10197 7897 ; aldol-type addition of enol borinates to imines, ab of enaminone lithium dianions with N,N-dimethyl- initio MO study, 7705 carbamoyl chloride, synth of N,N-dimethyl- arene-Mn(CO), complexes, nucleophile — promoted carbamoylenaminones, 6893 by chiral auxiliary, 3849 of hydroxy aromatic compds with 2-bromo-2-methy]- asymmetric aldol addition of aldehydes to a difluoro- propionamide followed by Smiles rearrangement, ketene silyl acetal catalysed by chiral Lewis acids, synth of 2-hydroxy-2-methyl-N-arylpropionamides, synth of the corresponding a,a-difluoro B-hydroxy subsequent conversion to arylamines by hydrolysis, esters, 10271 6303 asymmetric Michael — of lithiated SAMP hydrazones lipase-catalysed — of amino sugar derivs, 7587, 7629 to alkenylphosphonates followed by oxidative mercuribis(diazoacetic esters), substrates for — cleavage, synth of 2,3- and _ 1,2-disubstituted reactions, 2371 4-oxophosphonates, 12961 of oxazolo[4,5-b]pyridin-2(3H)-ones, 2-phenyl- bromine addition to acenaphthylene: concentration oxazolo[4,5-b]pyridines and _ pyrrolo[2,3-b]- dependence of the steric course, 785 pyridin-2(2H)-ones catalysed by palladium, 5159 1,3 and 1,5-carbonyl transposition sequence of regioselective — of 20R-hydroxyecdysone catalysed carbonyl conjugated vinylic selenides through by Candida antarctica lipase B (Novozym 435), organometallic reagent addition reactions followed 5855 by acid hydrolysis, 7445 regioselective acylation of carbohydrate derivs using of chromium carbene complexes, 4105 iodine, 11753 conjugate addition of Me,Al to cyclohexa-2,5- stereoselective —, synthetic studies with carbo- dienone, synth of (—)-solavetivone, a phytoalexin hydrate-derived chiral auxiliaries, 14823 from potato tubers, 603 — of unprotected amino acids using ultrasound, 1123 copper catalysed conjugate — of n-butyl Grignard Acyloins reagents to enones in the presence of chiral see Ketols ferrocenyl phosphine oxazoline ligands, 16503 Adamantanes of diethyl 3-oxocyclobutylphosphonate with 5- amino azanoradamantane hexahydro-2,5b-methano- lithio-1-trityl-1,2,4-triazole, synth of 3- 1 H-3aS,3aa,6aa-cyclopenta-[c]-pyrrole-4a-amine, hydroxy-3-(1,2,4-triazol-3-yl)cyclobutylphosphonic synth, 1 acid, 10289 bridgehead — functionalization using perfluoro- 1,2-diol diperchlorates, synth from olefins by cis-2-butyl-3-propyloxaziridine, 5995 reaction with phenyliodine(III) diperchlorate, 16877 homoadamantane-incorporated nitrones, cyclo- enantioselective — of diethylzinc to benzaldehyde additions with olefins, formation of 3-oxa-2- catalysed by chiral titanate complexes with helical azatetracyclo[7.3.1.1”''.0”*]tetradecanes, 5413 ligands, 4145 hydroxylation catalysed by manganese and iron enantioselective conjugate — of silylketene acetals to complexes of 5,10,15,20-tetrakis(2,6-dimethoxy- 2-carboxycyclopentenones promoted by TADDOL. phenyl)porphyrin, 4497 TiCl, complexes, 13009 4-methylene-3-homoadamantyl mesylate, effect of a of 1-hydroxyalkyl radical to 3-hydroxy-1-(methyl- y-cyano substituent on solvolyses, 8155 thio)-1-(p-tolylsulfonyl)-l-alkenes and _ their trioxadamantane type aglucones of 3-methoxy acetates, application to prep of optically active secologanin derivs by hydrolysis and _trans- compds, 12101 Tetrahedron intermolecular radical reactions involving formal of Reformatsky reagents to 1,1-dicyanoalkenes addition of sulfonyl and allyl fragments of an catalysed by Cp,TiCl,, 2899 allylic sulfone across the double bond of an alkene, regio and diastereoselective — of A’-imidazoline 6493 3-oxides to aryl isocyanates, synth of 5,6,7,7a- intramolecular — of alkyl radicals onto imines, tetrahydroimidazo[1,5-b][1,2,4]oxadiazol-2(H)-ones, kinetic studies, 73 13873 Karasch addition of methyl 2,2-dichlorocarboxylates of silyloxydienes to 2-substituted 1,4-benzoquinones to l1-alkenes promoted by ferrocene, 4419 and 1,4-naphthoquinones, 7715 Lewis acid promoted Michael addition of 2-(tri- stereoselective base-catalysed — of (R)-pantolactone methylsilyloxy)furans to oxazolidinone enoates in to the ketene derived from racemic N-phthalyl the presence of hexafluoroisopropanol, synth of valine, dependency on tertiary amine catalyst 4-substituted butenolides, 17015 employed, 13719 lithiation and fluoride ion-induced elimination- tandem dealkoxycarbonylation-Michael addition addition reaction of 1-(triisopropylsilyl)gramine reactions for the preparation of five- and six- derivs, synth of clavicipitic acids, 51 membered lactones and lactams, 9477 Michael addition of lithium salt of cyanohydrin to thiophilic — of organolithiums to trithiocarbonate (S)- and (R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)- oxides (sulfines), synth of trithioorthoester oxides, cis-2-propenoate, synth of (+)-fargesin and (—)- 1323 picropodophyllone, 9585 see also Michael additions molecular fluorine to 7-oxabicyclo[2.2.1]hept-5-ene Aggregation deriv, subsequent transformation to fluorine substi- bis-orthocyclophanes with dioxymethylene-bridged tuted deoxyhexofuranosides, 6327 10-membered rings between benzenoid units; synth, of nitric oxide to 1,5-dimethylhexa-2,4-diene, synth stacking of aromatic rings, 3015 of (E)-2,5-dimethy]-2,5-dinitrohex-3-ene, 17221 Alcohols nucleophilic additions and [3+2] cycloadditions of absolute configuration by NMR, anisotropic effects aziridines under C-C and C-N bond cleavage, on remote positions, 8541 14297 alken-1l-yn-3-ols, Ru-catalysed hydration/esterifi- nucleophilic additions to f-substituted carbonyl cation forming 2-oxoalken-3-yl esters, 9241 compds, theoretical study of open-chain model of allyl, benzyl and sulfonyl substituted alcohols, transition states, 13419 reductive deprotection using naphthalene-catalysed palladium catalysed allylic — of diethylzinc to lithiation, 14355 benzaldehyde using 2-(1-p-tolylsulfinyl)alkyl- allylic alcohols, synth in the solid-phase using pyridines as ligands, 3843 tellurium, 12131 of 2-phenylcyclohexanone to chalcone, structure and allylic protection of alcohols, Report, 13509 stereochemistry of the products, 11693 a-amido trifluoromethyl alcohols and_ ketones, of phenylmagnesium bromide to 2,3-di-O-benzyl-D- metallo-B-lactamase inhibitors, synth using Ruppert glyceraldehyde and 2,3-di-O-isopropylidene-D- reagent, 7275 glyceraldehyde, synth of protected aminodiols biphenyl alcohols and benzopyrans by 1,6 and 1,5 which could be transformed to enantiomers of ring closure of aryl o radicals generated from phenylglycine, 1411 o-bromobenzylethers, 285 photoinduced addition of N-carbomethoxymethyl- 3-buten-1l-ol and 4-penten-l-ol, synth of -tosyl pyrrolidine to 5(S)-t-butyldimethylsiloxymethyl- derivs, lithiation, synthetic utility, 11449 furan-2(5H)-one, 1457 butynols, cycloisomerisation at a pentacarbonylmetal phthalide synth by 1,6-conjugate — to 2-(0-vinyl- template, synth of carbohydrate functionalised phenyl)oxazolines, synth of chuangxinol, 14127 2-oxacyclopentylidene complexes of chromium and of pyrrole and indole to N-acetyl- and N-alkyl- tungsten, 5143 pyridinium, quinolinium or isoquinolinium salts, chiral allylic alcohols by [2,3] sigmatropic synth of dihydroazines, 13959 rearrangement of allylic selenoxides, 12115 radical addition of thiol acetic acid to exocyclic conversion to organic carbonates by carboxylation glycals followed by deacetylation, S-alkylation and using the O,°/CO, system, 167 selective oxidation, synth of B-C-glycoside diamino alcohol lipophilic ligands whose copper(II) sulfoxides and sulfones, 16355 complexes are catalysts for cleavage of p-nitro- Tetrahedron phenylesters of phenylalanine and phenylglycine in (R)-1,3-7H,-prop-2-yn-1-ol and (R)-1-?H,-prop-2-yn- surfactants solution, 357 l-ol, conversion to (S)- and (R)-(1,3-7H,)-allene 1,4-dideoxy-1,4-imino-1-(S)-(substituted —_p henyl)- respectively, 2049 D-ribitols with OH, NH,, NO,, CO,H and halogeno 1-(1,2-propadienyl)cyclopropanols, transformation moieties, synth as transition state inhibitors for into substituted hydroquinones using octacarbonyl- N-riboside hydrolases and transferases, 2915 dicobalt: synth of vitamin E and K analogues, 3,3-difluoroviny]-1-ethylprop-2-enol derivs, mono-de- 11069 fluorination, 3-lithiation and applications of ob- propargylic alcohols, reaction with tetraallyl- tained 3-fluoro-3-lithioallylic alcohol derivs, 14749 manganate or triallylmanganate, trapping of inter- trans, trans-2,3-dimethylchroman-4-ol, synth using mediate alkenylmanganese compds, 5061 dimethoxycoumarin, synthetic approach to anti- reductive desulfurization of secondary — using a HIV-1 active Calophyllum coumarins, 14915 Raney-nickel/sodium hypophosphite combination, epoxidation of allylic — by TBHP in presence of 12883 zeolites, diastereoselection in secondary — reactions, saturated and unsaturated alcohols, oxidation with ) 11369 t-butyl hydroperoxide and zeolites, 15867 (R)-(+)-a-(4-fluoropheny])-4-(2-pyrimidiny])-1- secondary —, configuration by PMR/CMR, the fuco- piperazinebutanoland(R)-(+)-a-(4-fluorophenyl)-4- furanoside method, 5973 methyl-1-piperidinebutanol, synth as potential anti- selective tetrahydropyranylation of — using TaCl,- psychotic agents involving lipase-mediated resolu- silicagel and TaCl, as Lewis acid systems, 14997 tion, 15115 2-silyl-3-alkenols, electrophilic 5-endo-trig from asymmetric allylation of aromatic aldehydes cyclisation as stereoselective route to polysubsti- catalysed by chiral hosphoramides derived from tuted tetrahydrofurans, 4339 (S)-proline, synth of homoallylic alcohols, 3513 N-substituted fused pyrazolinols, synth by treatment functionalised 3,3-disubstituted 2,3-epoxy-1-ols, of B-diketones and the corresponding B-enamino- regioselective methylation of, synth of C1-C3, C10 ketones, having modified carane and p-menthane and C7-C9 fragments of briarian diterpenes, 7429 skeletons, with aryl- and alkylhydrazines, 17735 furfuryl alcohols, conversion to 2-cyclopenten-1,4- trans--substituted-3-trifluoromethyl-2-butene-1-ols, diol derivs, 1983 SET induced cyclisation reactions of the malonic cis fused hydronaphthalenols, synth by oxy-Cope acid esters of, synth of cyclopropane lactones rearrangement of a trans-1,2-divinylcyclohexanol, containing a trifluoromethyl group, 13001 14235 (S)-(—)-2-(tetrahydropyranyloxy)-1-propanol, reaction homoallylic alcohols by Barbier-type allylation of with 1,8-dichloroanthraquinone, generation of the chiral a-aminoaldehydes, 2823 1,8-disubstituted product and a monosubstituted-- 4-hydroxybenzyl alcohol derivs, reaction with L- monodechlorinated product, 4179 ascorbic acid, 6971 Aldehydes 1-imidazolethiocarbony] derivs from — by grinding alkenylation of — with phosphorus carbanions, prep with thiocarbonyldiimidazole, 2415 of E- and Z-2-alkoxy- and 2-aryloxy-2-alkenoates, monoprotected bis(allylic alcohol), chemo- and 17097 enantioselective cyclopropanation of using a chiral a-aminoaldehydes, Barbier-type allylation of, depen- dioxaborolane-derived ligand and Zn(CH,]I), as key dence of the stereochemical outcome on metal and step in synth of (+)-bicyclohumulenone, 16277 allylic halide, 2823 oxygenation of organo-Zn compds in perfluorohydro- aromatic aldehydes, asymmetric allylation catalysed carbons, formation of — and hydroperoxides, 9135 by chiral hosphoramides derived from (S)-proline, panaxytriol and panaxydol, polyacetylenic consti- synth of homoallylic alcohols, 3513 tuents of Ginseng Radix Rubra Panax ginseng, aromatic dibenzyloxy aldehydes, selective debenzy]- stereostructures of, 15691 ation of by magnesium bromide in anhydrous ether- (+)-c-4-pheny]-t-, (+)-t-4-phenyl-c-, (+)-t-4-phenyl-t- benzene solution, 215 and (+)-c-4-phenyl-c- -5-[(£)-styryl]tetrahydro- 3-aryl-2,3-unsaturated aldehydes, cyclisation furan-r-ol by electrohydrodimerisation of trans- procedure with dimethyl succinate, synth of 4- cinnamaldehyde, 5831 substituted-3-hydroxy benzoic acids, 15029 4-, 5- and 6-phenylthio-2-hexanol, synth and aryl-capped polyenals and polyenedials of various transformation into ring closed compds, 9487 conjugation lengths, one-pot synth, 2717, corrig. Tetrahedron 6233 mono-functionalisedtetrathiafulvalenederivs, 17781 asymmetric aldol addition to a difluoroketene silyl ring-chain tautomerism of 3-amino-1,2-propanediol acetal catalysed by chiral Lewis acids, synth of the adducts with aromatic —, 1081 corresponding a,a-difluoro B-hydroxy esters, 10271 thioacetalisation, trimerisation and aldolisation of — bicyclic —, photo-enolisation and trapping of o- using TaCl,-silicagel and TaCl, as Lewis acid quinodimethanes, 15969 systems, 14997 carbohydrate a-azido-aldehydes, synth via C-di- trimethylsilylcyanation of — catalysed by chiral chloromethyl sugar derivs, 5493 salen-titanium complexes, 14327 3-(1-chlorocyclohexy]l)propanal and 2-(1-iodomethyl- 2,4,6-tris[bis(trimethylsilyl)methyl]selenobenzalde- cyclohexyl)ethanal, synth by regioselective cyclo- hydes, synth, structures and reactivity of, 12167 propyl ring opening of 6-formyl]-spirobicyclo[5.2]- unsaturated — by asymmetric hydroformylation of octane mediated by TMSCI and TBAI, 16341 conjugated dienes using chiral phosphine-phosphite- trans-cinnamaldehyde, electrodimerisation of, synth Rh(I) catalyst, 7795 of (+)-c-4-phenyl-t-, (+)-t-4-phenyl-c-, (+)-t-4- see also Enals phenyl-t- and (+)-c-4-phenyl-c- -5-[(£)-styryl]tetra- Aldol reactions hydrofuran-r-ol, 5831 aldol-type addition of enol borinates to imines, ab coupling of polyhalo compds with —, direct electro- initio MO study, 7705 reduction and use of electroregenerated base, 1721 aldolisation of aldehydes using TaCl.-silicagel and 2,3-di-O-benzyl-D-glyceraldehyde and 2,3-di-O- TaCl, as Lewis acid systems, 14997 isopropylidene-D-glyceraldehyde, addition reaction asymmetric —, fluvistatin analogues, asymmetric with phenylmagnesium bromide, synth of amino- synth of (£)-3,5-dihydroxyhept-6-enoates and diols which could be transformed to enantiomers of (E)-3-hydroxypent-4-enoates, 10659 phenylglycine, 1411 asymmetric aldol addition of aldehydes to a ene-like reaction of — with vinyl ethers displaying difluoroketene silyl acetal catalysed by chiral Lewis the oxygen functionality at the central carbon of an acids, synth of the corresponding a,a-difluoro allylic system, key reaction in synth of chloro- B-hydroxy esters, 10271 vulone II—mitomycinoids and phyllanthocin, 16299 asymmetric synth of taxol C-ring by — and radical furfural, thiophene-2-carbaldehyde, indole-3-carb- cyclization, 7127 aldehyde, reactions with diethyl] azodicarboxylate, boron — of a-heterosubstituted thioacetates with formation of diethyl 2-oxo-8-oxa-6,7-diazabicyclo- aldehydes and silyl imines, synth of a precursor to [3.2.1 ]oct-3-ene-6,7-dicarboxylate, 9313 antibiotics (+)-thiamphenicol and (—)-florfenicol, indol-3-yl-carbaldehyde oximes, reaction with 5909 electrophilic alkenes/alkynes, synth of nitrones and (-)-denticulatins A and B, synth using group-selective y-carbolines, 747 aldolization of a meso-dialdehyde, 9169 ketones, transformation to gem-dihalides via of di-t-butyl ester of (R,R)-tartaric acid, synth of hydrazones using copper(II) halides, 557 cinatrin C, and C,, inhibitors of phospholipase A,, 2-methylpropanal and molecular oxygen for 8779 oxidation of organic substrates catalysed by Co(II) reagent control in — addition of chiral boron enolates porphyrin and Co(II)-schiff base, 7641, 7649 to chiral aldehydes, 5593 ozonolysis of but-3-enoic acids, from dilithium stereoselective aldol condensations, synthetic studies af-unsaturated acids, formation of aliphatic — and with carbohydrate-derived chiral auxiliaries, 14823 chloro—, 10883 tandem Mukaiyama aldol-lactonisation employing polymethylhydrosilane-TBAF reduction of — in THF, thiopyridylsilylketene acetals and various aldehydes, stereo- and chemo-selectivity, 1627 synth of B-lactones, 16471 reaction with imidate derived from dimethyl Aldols aminomalonate, general route to 2-oxazoline 1,6-disubstituted 1,5-dienes with an aldol substitution derivatives, ortho and meta bis(2'-oxazoline-5'-yl)- pattern, thermal Cope rearrangements of, 133 benzenes, 6351 formation from a,B-epoxy ketones by organo-Se reactions with pyrrole, synth of porphyrins bearing mediated reduction, 12469 meso-linked straps of variable length, rigidity and Algae redox activity, 6755 Botryococcus braunii, braunixanthins 1 and 2, reactions with tetrathiafulvalenyllithium, synth of carotenoids linked to alkylphenol and echinenone