Palladium(II) mediated aziridination of olefins with bromamine-T as the nitrogen source: scope and mechanism

被引：18

作者：

Antunes, Alexandra M. M. ^{[1
]}

Bonifacio, Vasco D. B. ^{[1
]}

Nascimento, Susana C. C. ^{[1
]}

Lobo, Ana M. ^{[1
]}

Branco, Paula S. ^{[1
]}

Prabhakar, Sundaresan ^{[1
]}

机构：

[1] Univ Nova Lisboa, Dept Quim, REQUIMTE CQFB, FCT, P-2829516 Caparica, Portugal

来源：

TETRAHEDRON | 2007年 / 63卷 / 30期

关键词：

aziridination; palladium( II); catalysis; bromamine-T;

D O I：

10.1016/j.tet.2007.05.020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium(II)-promoted reaction of a variety of olefins and bromamine-T provided N-tosyl-2-substituted aziridines under mild conditions. Olefins bearing chiral appendages gave only a poor to modest diastereoselectivity. Appropriate deuterated olefins were selected to study the stereochemistry of the reaction. A Pd(IV) intermediate is proposed as the aziridinating species. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：7009 / 7017

页数：9

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