COMPUTER-ASSISTED DESIGN OF CHIRAL BORON ENOLATES - A NOVEL, HIGHLY ENANTIOSELECTIVE ALDOL REACTION FOR THIOACETATES AND THIOPROPIONATES

被引:43
作者
GENNARI, C
MORESCA, D
VIETH, S
VULPETTI, A
机构
[1] Dipartimento di Chimica Organica e Industriale, Università di Milano, Centro CNR per lo Studio dells Sostanze Organiche Naturali, Milano, I‐20133
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1993年 / 32卷 / 11期
关键词
D O I
10.1002/anie.199316181
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Unsubstituted and anti aldol products with excellent diastereo‐ and enantioselectivity are formed when enolates, generated from the corresponding thioacetates and thiopropionates by using bromoborane 1 and triethylamine, are treated with aldehydes. Bromoborane 1 was designed based on transition state computer modeling and then synthesized. (Figure Presented.) Copyright © 1993 by VCH Verlagsgesellschaft mbH, Germany
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页码:1618 / 1621
页数:4
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