The 'SuperQuat' (R)-4-phenyl-5,5-dimethyl oxazolidin-2-one as an effective chiral auxiliary for conjugate additions:: Asymmetric synthesis of (-)-aplysillamide B.

被引：74

作者：

Davies, SG ^{[1
]}

Sanganee, HJ ^{[1
]}

Szolcsanyi, P ^{[1
]}

机构：

[1] Univ Oxford, Dyson Perrins Lab, Oxford OX1 3QY, England

来源：

TETRAHEDRON | 1999年 / 55卷 / 11期

关键词：

D O I：

10.1016/S0040-4020(98)01145-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(R)-4-Phenyl-5,5-dimethyl-oxazolidin-2-one, readily available from D-phenylglycine, is shown to be an effective chiral auxiliary for stereoselective conjugate additions to attached alpha,beta-unsaturated N-acyl moieties. Its utility is demonstrated by the asymmetric synthesis of the antifungal, antibacterial (-)-Aplysillamide B. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3337 / 3354

页数：18

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