Asymmetric synthesis of bicyclic Amidines via rhodium-catalyzed [2+2+2] cycloaddition of Carbodiimides

被引：66
|
作者：
Yu, Robert T. [1 ]
Rovis, Tomislav [1 ]
机构：
[1] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 11期
关键词：
D O I：
10.1021/ja710065h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A highly enantioselective rhodium-catalyzed [2+2+2] cycloaddition of terminal alkynes and alkenyl carbodiimides has been developed. This reaction demonstrates the feasibility of olefin insertion into carbodiimide-derived metalacycles and provides a new class of chiral bicyclic amidines as the major products. An isonitrile migration process responsible for the formation of the minor cycloadduct can be observed and is highly sensitive to the electronics of alkynyl substrates.
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收藏
页码：3262 / +
页数：3
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