Catalytic enantioselective cyclopropanation of allylic alcohols using recyclable fluorous disulfonamide ligand

被引:11
|
作者
Miura, Tsuyoshi [1 ]
Itoh, Keisuke [1 ]
Yasaku, Yumi [1 ]
Koyata, Naka [1 ]
Murakami, Yasuoki [1 ]
Imai, Nobuyuki [1 ]
机构
[1] Chiba Inst Sci, Fac Pharmaceut Sci, Chiba 2880025, Japan
基金
日本学术振兴会;
关键词
D O I
10.1016/j.tetlet.2008.07.125
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclopropanation of allylic alcohols with Et(2)Zn and CH(2)I(2) in the presence of a catalytic amount of fluorous disulfonamide 3 afforded the corresponding cyclopropylmethanols in 69-96% yield with 49-83% ee. The fluorous ligand 3 was readily recovered from the reaction mixture by the fluorous solid-phase extraction (FSPE) and could be reused without a significant loss of the catalytic activity and enantioselectivity. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5813 / 5815
页数:3
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