Sulfonimidamides: Efficient chiral iminoiodane precursors for diastereoselective copper-catalyzed aziridination of olefins

被引:77
作者
Di Chenna, PH [1 ]
Robert-Peillard, F [1 ]
Dauban, P [1 ]
Dodd, RH [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
D O I
10.1021/ol048167a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-(p-Toluenesulfonyl)-p-toluenesulfonimidamide reacts with iodosylbenzene to afford in situ a chiral iminoiodane. The latter gives, in the presence of a copper(I) catalyst, a nitrene that is very efficiently transferred under stoichiometric conditions to a variety of alkenes with diastereoselectivities up to 60%.
引用
收藏
页码:4503 / 4505
页数:3
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