Organic letters

Diastereoselective synthesis of 1, 3, 5-trisubstituted 4-nitropyrrolidin-2-ones via a nitro-Mannich/lactamization cascade

SMC Pelletier, PC Ray, DJ Dixon

Index: Pelletier, Sophie M.-C.; Ray, Peter C.; Dixon, Darren J. Organic Letters, 2011 , vol. 13, # 24 p. 6406 - 6409

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Citation Number: 20

Abstract

A versatile one-pot nitro-Mannich/lactamization cascade for the direct synthesis of 1,3,5-trisubstituted 4-nitropyrrolidin-2-ones has been developed. The reaction is easy to perform and broad in scope, and high levels of diastereoselectivity can be achieved. ... In recent times, the nitro-Mannich(1) reaction has emerged as a powerful synthetic tool for the construction of important intermediates and building blocks. We recently described(2) an efficient nitro-Mannich/ ...