Synfacts 2009(2): 0176-0176  
DOI: 10.1055/s-0028-1087567
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper(I)-Catalyzed Hetero-Diels-Alder Reaction of Ketones

Contributor(s): Hisashi Yamamoto, Pingfan Li
I-H. Chen, K. Oisaki, M. Kanai*, M. Shibasaki*
The University of Tokyo, Japan
Further Information

Publication History

Publication Date:
22 January 2009 (online)


This paper describes the hetero-­Diels-Alder reaction between Danishefsky-type dienes and ketones to generate dihydropyranone products, which is a significant extension of the previously developed copper-catalyzed aldol reactions. By using the chiral Walphos ligands, the first catalytic enantioselective hetero-Diels-Alder reaction of simple ketones is realized.