BENZOPYRANOISOXAZOLIDINES AS CHIRAL AUXILIARIES FOR ASYMMETRIC-SYNTHESIS

被引：62

作者：

ABIKO, A

MORIYA, O

FILLA, SA

MASAMUNE, S

机构：

[1] MIT, DEPT CHEM, CAMBRIDGE, MA 02139 USA

[2] KAO CORP, INST FUNDAMENTAL RES, ICHIKAI, TOCHIGI 32134, JAPAN

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 1995年 / 34卷 / 07期

关键词：

ALKYLATION; ASYMMETRIC SYNTHESES; CHIRAL AUXILIARY; ISOXAZOLIDINES;

D O I：

10.1002/anie.199507931

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The asymmetric alkylation of N‐propionylisoxazolidines (2a and 2b), which are prepared by treatment of 1a and 1b with propionyl chloride and triethylamine, proceeds with high diastereoselectivity, even with β‐branched alkyl triflates. The alkylated products 3 can be converted into the alcohols 4, aldehydes 5, and ketones 6 in high yields in one step with recovery of the auxiliary 1. (Figure Presented.) Copyright © 1995 by VCH Verlagsgesellschaft mbH, Germany

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页码：793 / 795

页数：3

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