INTRAMOLECULAR LEWIS ACID-CATALYZED ASYMMETRIC HETERO-DIELS-ALDER REACTIONS WITH DIENES BEARING CHIRAL SULFINYL GROUPS

被引:21
作者
HIROI, K
UMEMURA, M
FUJISAWA, A
机构
[1] Department of Synthetic Organic Chemistry, Tohoku College of Pharmacy, Aoba-Ku, Sendai, Miyagi, 981
关键词
D O I
10.1016/S0040-4039(00)60862-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A chiral alpha-sulfinyl alpha,beta-unsaturated ketone served as a chiral diene in intramolecular Lewis acid-catalyzed asymmetric cycloaddition reactions, giving hetero-Diels-Alder reaction products along in some cases with ene reaction products in high optical yields. The reaction pathways for Diels-Alder or ene reactions were readily controlled depending on the Lewis acids used.
引用
收藏
页码:7161 / 7164
页数:4
相关论文
共 18 条