Construction of three contiguous tertiary stereocenters from Aziridines in one step

被引：26

作者：

Blyumin, Evgeniy V. ^{[1
]}

Gallon, Helen J. ^{[1
]}

Yudin, Andrei K. ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 23期

关键词：

D O I：

10.1021/ol7015302

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A range of active methylene nucleophiles were found to participate in ring-opening of tosylated aziridines under mild phase-transfer catalyzed conditions. High isolated yields coupled with a 1:1 reaction stoichiometry and high levels of relative stereocontrol are distinguishing features of this method. The products are obtained without epimerization, underscoring the optimal conditions afforded by the phase-transfer catalysis for connecting active methylene nucleophiles and weakly electrophilic N-tosylated aziridines.

引用

页码：4677 / 4680

页数：4

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