An improved method for the asymmetric protonation of enolates with chiral α-sulfinyl alcohols/trifluoroethanol

被引：10

作者：

Asensio, G ^{[1
]}

Gil, J ^{[1
]}

Alemán, P ^{[1
]}

Medio-Simón, M ^{[1
]}

机构：

[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Valencia, Spain

来源：

TETRAHEDRON-ASYMMETRY | 2001年 / 12卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(01)00229-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Enantioselective protonation of 2-methyl tetralone enolate using a stoichiometric amount of 2-sulfinyl alcohol (S,R-s)-1 as a chiral proton donor yields the corresponding chiral ketone with a high level of enantioselectivity, provided that the chiral proton donor (CPD) is regenerated with an achiral proton source (APS). In contrast, stereoselectivity was only moderate if catalytic CPD (0.2 ecluiv.) and an APS are used. (C) 2001 Elsevier Science Ltd. All rights reserved.

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页码：1359 / 1362

页数：4

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