1,5-benzodithiepan-3-one 1,5-dioxide: A novel chiral auxiliary for asymmetric desymmetrization of meso-1,2-diols

被引:20
作者
Maezaki, N
Sakamoto, A
Soejima, M
Sakamoto, I
Xia, LY
Tanaka, T
Ohishi, H
Sakaguchi, K
Iwata, C
机构
[1] OSAKA UNIV,FAC PHARMACEUT SCI,SUITA,OSAKA 565,JAPAN
[2] OSAKA UNIV PHARMACEUT SCI,TAKATSUKI,OSAKA 56911,JAPAN
[3] OSAKA UNIV,INST PROT RES,RES CTR PROT ENGN,SUITA,OSAKA 565,JAPAN
关键词
D O I
10.1016/0957-4166(96)00362-X
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A novel C-2-symmetric bis-sulfoxide 1 was synthesized as a chiral auxiliary for asymmetric desymmetrization of meso-1,2-diols, cis-Cyclohexane-l,2-diol and cis-cyclopentane-1,2-diol were desymmetrized via acetalization with 1 followed by base-promoted acetal cleavage with high diastereoselectivity (>96% d.e.). Copyright (C) 1996 Published by Elsevier Science Ltd
引用
收藏
页码:2787 / 2790
页数:4
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