CHIRAL LITHIUM-1-OXYALKANIDES BY ASYMMETRIC DEPROTONATION - ENANTIOSELECTIVE SYNTHESIS OF 2-HYDROXYALKANOIC ACIDS AND SECONDARY ALKANOLS

被引：241

作者：

HOPPE, D

HINTZE, F

TEBBEN, P

机构：

[1] Institut für Organische Chemie, Universität Kiel, D-2300

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 12期

关键词：

D O I：

10.1002/anie.199014221

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A very simple general, solution to the problem of preparing chiral synthons of the type 3 is provided by the lithium complexes 1. They are generated by asymmetric deprotonation of the corresponding prochiral ''non-activated'' alkyl carbamates with sec-butyllithium (-)-sparteine. 1 can be substituted by electrophiles stereospecifically to give the protected hydroxy-derivatives 2 (> 95 ee), and the Cbx group is readily cleavable. R1 = alkyl, Cbx = carbamoyl residue of 1.

引用

页码：1422 / 1424

页数：3

共 37 条

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