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

I.-H. Chen; K. Oisaki; M. Kanai; M. Shibasaki

doi:10.1055/s-0028-1087567

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Synfacts 2009(2): 0176-0176
DOI: 10.1055/s-0028-1087567

Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions

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

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Publikationsverlauf

Publikationsdatum:
22. Januar 2009 (online)

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Significance

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.