The study of Lewis acid effect on asymmetric Diels-Alder reactions of new 2-sulfinylbutadienes derived from (1R,2S,3R)-3-mercaptocamphan-2-ol

被引:26
作者
Yang, TK
Chu, HY
Lee, DS
Jian, YZ
Chou, TS
机构
[1] ACAD SINICA,UNION LAB ASYMMETR SYNTH,CHENGDU 610015,PEOPLES R CHINA
[2] ACAD SINICA,INST CHEM,TAIPEI 100,TAIWAN
关键词
D O I
10.1016/0040-4039(96)00897-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The Diels-Alder reactions of N-phenylmaleimide and new chiral 2-sulfinylbutadienes, which were prepared from MerCO[(1R,2S,3R)-3-mercaptocamphan-2-ol], produced cycloadducts up to 99% d.e. in the presence of LiClO4 at ambient temperature. On the other hand, we found the facial selectivity of the cycloaddition changed greatly among various Lewis acids. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:4537 / 4540
页数:4
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