Synthesis of functionalized cyclopentenes through catalytic asymmetric [3+2] cycloadditions of allenes with enones

被引：329

作者：

Wilson, JE ^{[1
]}

Fu, GC ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 09期

关键词：

asymmetric synthesis; cycloaddition; homogeneous catalysis; phosphanes;

D O I：

10.1002/anie.200503312

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A phosphepine catalyst mediates enantioselective [3+2] cycloadditions of allenes with a variety of β-substituted α,β-unsaturated enones to produce highly functionalized cyclopentenes that contain two contiguous stereocenters (see scheme). Surprisingly, opposite regioisomers are produced as compared to reactions with β-unsubstituted enones. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：1426 / 1429

页数：4

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