Organocatalytic Asymmetric Mannich Reactions of 5H??Oxazol??4??ones: Highly Enantio??and Diastereoselective Synthesis of Chiral α??Alkylisoserine Derivatives

Z Han, W Yang, CH Tan, Z Jiang

Index: Han, Zhiqiang; Yang, Wenguo; Tan, Choon-Hong; Jiang, Zhiyong Advanced Synthesis and Catalysis, 2013 , vol. 355, # 8 p. 1505 - 1511

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Citation Number: 20

Abstract

Abstract The first organocatalytic Mannich reaction of 5H-oxazol-4-ones with various readily prepared aryl-and alkylsulfonimides has been developed. Two commercially available pseudoenantiomeric Cinchona alkaloids-derived tertiary amine/ureas have been demonstrated as the most efficient catalysts to access the opposite enantiomers of the Mannich products with equally excellent enantio-and diastereoselectivities. From the ...