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Asymmetric Construction of Functionalized Bicyclic Imides via [3 + 2] Annulation of MBH Carbonates Catalyzed by Dipeptide-Based Phosphines

Author:
Zhong, Fangrui, Chen, Guo-Ying, Han, Xiaoyu, Yao, Weijun, Lu, Yixin
Source:
Organic letters 2012 v.14 no.14 pp. 3764-3767
ISSN:
1523-7052
Subject:
carbonates, chemical reactions, chemical structure, enantioselectivity, imides, phosphine
Abstract:
A highly enantioselective [3 + 2] annulation of MBH carbonates and maleimides catalyzed by chiral phosphines has been developed. In the presence of 5 mol % of l-Thr-l-Val-derived phosphine 6, functionalized bicyclic imides were prepared in excellent yields, and with high diastereoselectivities and nearly perfect enantioselectivities.
Agid:
5784107