Ring-opening reactions of nonactivated aziridines catalyzed by tris(pentafluorophenyl)borane

被引:94
作者
Watson, IDG [1 ]
Yudin, AK [1 ]
机构
[1] Univ Toronto, Davenport Res Labs, Dept Chem, Toronto, ON M5S 3H6, Canada
关键词
D O I
10.1021/jo0343578
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ring-opening reactions of nonactivated aziridines with amine nucleophiles are efficiently catalyzed by tris(pentafluorophenyl)borane leading to derivatives of trans- 1,2-diamines in high yields. A mechanistic investigation of the reaction suggests that in situ formed [(C6F5)(3)B(OH2)].H2O catalyzes the opening through a Bronsted acid manifold.
引用
收藏
页码:5160 / 5167
页数:8
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