Catalytic Enantioselective Alkene Aminohalogenation/Cyclization Involving Atom Transfer

被引：128

作者：

Bovino, Michael T. ^{[1
]}

Chemler, Sherry R. ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 16期

基金：

美国国家卫生研究院;

关键词：

aminohalogenation; copper; enantioselectivity; homogeneous catalysis; nitrogen heterocycles; INTRAMOLECULAR CARBOAMINATION; EFFICIENT SYNTHESIS; HYDROGEN-PEROXIDE; DERIVATIVES; IODOAMINATION; CHLOROAMINATION; PYRROLIDINE; OLEFINS;

D O I：

10.1002/anie.201109044

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Problem solved: The title reaction was used for the synthesis of chiral 2-bromo, chloro, and iodomethyl indolines and 2-iodomethyl pyrrolidines (see scheme). Stereocenter formation is believed to occur by enantioselective cis aminocupration and C-X bond formation is believed to occur by atom transfer. The ultility of the products as versatile synthetic intermediates was demonstrated, as was a radical cascade cyclization sequence. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：3923 / 3927

页数：5

共 63 条

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