CHIRAL CYCLIC IMIDES WITH C2-SYMMETRY - NOVEL REAGENTS FOR THE SYNTHESIS OF OPTICALLY PURE LACTONES CONTAINING 3 CONTIGUOUS TERTIARY CENTERS

被引：44

作者：

YODA, H

SHIRAKAWA, K

TAKABE, K

机构：

[1] Department of Applied Chemistry, Faculty of Engineering, Shizuoka University, Hamamatsu

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 28期

关键词：

D O I：

10.1016/S0040-4039(00)92719-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Asymmetric reactions employing C2-symmetrical imides readily prepared from L-tartaric acid with Grignard reagents and sodium borohydride afforded a separable mixture of two hydroxyamides with high diastereoselectivity. Products were lactonized respectively to provide optically pure gamma-alkylated lactones with contiguous tertiary carbon centers. The reaction mechanisms in asymmetric induction were also discussed.

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页码：3401 / 3404

页数：4

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