Synfacts 2005(2): 0241-0241  
DOI: 10.1055/s-2005-916109
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Michael Reactions of β-Ketoesters and Unsaturated N-Acylthiazolidinethiones

Contributor(s): Hishashi Yamamoto, Matthew B. Boxer
D. A. Evans*, R. J. Thomson, F. Franco
Harvard University, cambridge, USA
Further Information

Publication History

Publication Date:
25 October 2005 (online)

Significance

The Michael reaction has remained a powerful transformation in organic chemistry. This report represents a simple direct Michael reaction of β-ketoesters to unsaturated N-acylthiazolidinethiones. The high yields and high enantio­selectivity of this reaction make it an attractive method for the formation of products that can easily be converted into dihydropyrone derivatives as well as acyclic keto-esters.