Enantioselective PhSe-group-transfer tandem radical cyclization reactions catalyzed by a chiral Lewis acid

被引：47

作者：

Yang, D

Zheng, BF

Gao, Q

Gu, S

Zhu, NY

机构：

[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

[2] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2006年 / 45卷 / 02期

关键词：

asymmetric synthesis; enantioselectivity; ketoesters; Lewis acids; tandem cyclization;

D O I：

10.1002/anie.200503056

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) A radical change: α-Phenylselenyl- β-ketoesters (e.g., 1) undergo radical cyclization in the presence of a chiral Lewis acid complex Mg(ClO4)2-3 with Et 3B/O2 as the radical initiator. Monocyclic compounds, such as 2 (or bicyclic products from diene precursors), were obtained in good yields (33-82%) with 65-97% ee in this first enantioselective PhSe-group-transfer radical cyclization. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：255 / 258

页数：4

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