Enantioselective tautomerization of a new metastable enol

被引：16

作者：

Henze, R

Duhamel, L

Lasne, MC

机构：

[1] UNIV ROUEN,INST RECH CHIM ORGAN FINE,CNRS,F-76821 MONT ST AIGNAN,FRANCE

[2] UNIV CAEN,ISMRA,CNRS,LAB CHIM MOL & THIOORGAN,F-14050 CAEN,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 20期

关键词：

D O I：

10.1016/S0957-4166(97)00408-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new metastable enol was prepared by the reaction of 2-benzyl acrolein with thiobenzoic acid in aprotic solvents. The enantioselective tautomerization of this enol was studied and enantiomeric excesses up to 71% were found. The absolute configuration of the resulting aldehyde was assigned. (C) 1997 Elsevier Science Ltd.

引用

页码：3363 / 3365

页数：3

共 21 条

[11] PALLADIUM-CATALYZED CLEAVAGE OF PROCHIRAL ENOL CARBONATES - ENANTIOSELECTIVE KETONIZATION OF RESULTING ENOLS
HENIN, F
MUZART, J
[J]. TETRAHEDRON-ASYMMETRY, 1992, 3 (09) : 1161 - 1164
[12] HENIN F, 1994, TETRAHEDRON, V50, P284
[13] HUNIG S, 1995, HOUBENWEYL METHODS E, V21, P3851
[14] KOHLER EP, 1906, AM CHEM J, V36, P177
[15] RESOLUTION AND DETERMINATION OF ENANTIOMERIC EXCESSES OF CHIRAL ALDEHYDES VIA CHIRAL IMIDAZOLIDINES
MANGENEY, P
ALEXAKIS, A
NORMANT, JF
[J]. TETRAHEDRON LETTERS, 1988, 29 (22) : 2677 - 2680
[16] MONTEIL T, 1990, THESIS ROUEN
[17] PATAI S, 1990, CHEM ENOLS
[18] HIGHLY ENANTIOSELECTIVE PHOTODECONJUGATION OF ALPHA,BETA-UNSATURATED ESTERS - ORIGIN OF THE CHIRAL DISCRIMINATION
PIVA, O
MORTEZAEI, R
HENIN, F
MUZART, J
PETE, JP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) : 9263 - 9272
[19] HIGHLY ENANTIOSELECTIVE PROTONATION OF PHOTODIENOLS AN UNUSUAL SUBSTITUENT EFFECT ON THE INDUCED CHIRALITY
PIVA, O
PETE, JP
[J]. TETRAHEDRON LETTERS, 1990, 31 (36) : 5157 - 5160
[20] WALDMANN H, 1991, NACHR CHEM TECH LAB, V39, P413

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