Highly diastereo-and enantioselective Mannich reaction of lactones with N-Boc-aldimines catalyzed by bifunctional rosin-derived amine thiourea catalysts

X Jiang, D Fu, G Zhang, Y Cao, L Liu, J Song…

Index: Jiang, Xianxing; Fu, Dan; Zhang, Gen; Cao, Yiming; Liu, Luping; Song, Jingjing; Wang, Rui Chemical Communications, 2010 , vol. 46, # 24 p. 4294 - 4296

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Citation Number: 22

Abstract

A highly efficient diastereo-and enantioselective Mannich reaction of lactones with a variety of N-Boc-aldimines by using bifunctional rosin-derived amine thiourea catalysts was investigated for the first time, in general, affording the adducts bearing quaternary stereogenic centers with high levels of enantio-and diastereoselectivity (up to 99% ee, and> 20: 1 dr).