(S,S)-BIS-PARA-TOLYLSULFINYLMETHANE AND CARBONYL-COMPOUNDS - REACTIVITY AND ASYMMETRIC INDUCTION

被引：28

作者：

SOLLADIE, G ^{[1
]}

COLOBERT, F ^{[1
]}

RUIZ, P ^{[1
]}

HAMDOUCHI, C ^{[1
]}

CARRENO, MC ^{[1
]}

RUANO, JLG ^{[1
]}

机构：

[1] UNIV AUTONOMA MADRID,DEPT QUIM,E-28049 MADRID,SPAIN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 30期

关键词：

ASYMMETRIC SYNTHESIS; CHIRAL SULFOXIDES; (S; S)-BIS-P-TOLYLSULFINYLMETHANE; 4-SUBSTITUTED (E,E)-(S,S)-1,1-BIS-(PARA-TOLYL-SULFINYL)-1,3-BUTADIENES;

D O I：

10.1016/S0040-4039(00)79770-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(S,S)-bis p-Tolylsulfinylmethane was shown to react with aromatic aldehydes with a high diastereoselectivity. In contrast, ,beta-unsaturated aldehydes, giving only the elimination products, are in one step transformed into 4-substituted (E,E)-(S,S)-1,1-bis (p-tolylsulfinyl)-1,3-butadiene.

引用

页码：3695 / 3698

页数：4

共 10 条

[1] SYNTHESIS AND STEREOMUTATION OF OPTICALLY-ACTIVE ALPHA-CYANOSULFOXIDES
ANNUNZIATA, R
CINQUINI, M
COLONNA, S
COZZI, F
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (02): : 614 - 617
[2] DIASTEREOSELECTIVE ADDITION OF (R)-METHYL PARA-TOLYL SULFOXIDE TO BENZALDEHYDE
BRAUN, M
HILD, W
[J]. CHEMISCHE BERICHTE-RECUEIL, 1984, 117 (01): : 413 - 414
[3] CHIRAL ACYL ANION AND ENOLONIUM ION EQUIVALENTS - ASYMMETRIC-SYNTHESIS OF ALPHA-METHOXY-ALDEHYDES
COLOMBO, L
GENNARI, C
SCOLASTICO, C
GUANTI, G
NARISANO, E
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (04): : 1278 - 1283
[4] COMPLEMENTARITY OF (4+2) CYCLOADDITION REACTIONS AND [2,3] SIGMATROPIC REARRANGEMENTS IN SYNTHESIS - NEW SYNTHESIS OF FUNCTIONALIZED HASUBANAN DERIVATIVES
EVANS, DA
SIMS, CL
BRYAN, CA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (08) : 2891 - &
[5] ASYMMETRIC SYNTHESIS OF DIASTEREOMERIC HYDROXY SULFIDES, SULFOXIDES, AND SULFONES BY CONDENSATION AND OXIDATION REACTIONS
KINGSBURY, CA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (01) : 102 - +
[6] ENANTIOFACE DIFFERENTIATING ASYMMETRIC REACTION BY PARA-TOLYLSULFINYLCARBANION
KUNIEDA, N
KINOSHITA, M
NOKAMI, J
[J]. CHEMISTRY LETTERS, 1977, (03) : 289 - 292
[7] BETA-DISULFOXIDES .2. PREPARATION OF SOME OPTICALLY-ACTIVE BETA-DISULFOXIDES
KUNIEDA, N
NOKAMI, J
KINOSHITA, M
[J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (01) : 256 - 259
[8] ASYMMETRICAL SYNTHESIS OF BETA-HYDROXY ACIDS BY CONDENSATION OF CHIRAL ALPHA-SULFINYLESTER ENOLATE ANIONS ON CARBONYL-COMPOUNDS
MIOSKOWSKI, C
SOLLADIE, G
[J]. TETRAHEDRON, 1980, 36 (02) : 227 - 236
[9] SOLLADIE G, 1985, NOUV J CHIM, V9, P21
[10] TSUCHIHASHI G, 1972, TETRAHEDRON LETT, P4605

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