REDUCTIVE ALKYLATION OF ENAMINES WITH CHLOROMETHYL PARA-TOLYL SULFONE VIA A RADICAL CHAIN PROCESS

被引:38
作者
RENAUD, P
SCHUBERT, S
机构
[1] Institut de chimie organique, Université Lausanne, Lausanne, CH-1005, 2, rue de la Barre
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 04期
关键词
D O I
10.1002/anie.199004331
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cyclic cnamines can be alkylatcd diastereoselectively with chloromethyl p‐tolylsulfone. The cis‐selectivity of this radical reaction is especially striking in the formation of cyclohexane derivatives such as 1 (>95%). The rate at which p‐tolylsulfonylmethyl radical adds to the enamine is a function both of its donor characteristics and of steric factors. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
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页码:433 / 435
页数:3
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