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Communication

Copper-Catalyzed Asymmetric [4+1] Cycloadditions of Enones with Diazo Compounds To Form Dihydrofurans

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Sunghee Son and Gregory C. Fu*

Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139

J. Am. Chem. Soc., 2007, 129 (5), pp 1046–1047

DOI: 10.1021/ja068344y

Publication Date (Web): January 11, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, gcf@mit.edu

Abstract

This report describes the use of a planar-chiral bipyridine ligand to achieve the first diastereo- and enantioselective copper-catalyzed [4+1] cycloadditions of enones with diazo compounds to produce highly substituted 2,3-dihydrofurans. The method is applied to a catalytic asymmetric synthesis of a deoxy-C-nucleoside.

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Published In Issue February 07, 2007
Received November 21, 2006

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Communication

Copper-Catalyzed Asymmetric [4+1] Cycloadditions of Enones with Diazo Compounds To Form Dihydrofurans

Abstract

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History

Recommend & Share

Related Content

Catalytic Asymmetric Hiyama Cross-Couplings of Racemic α-Bromo Esters

Nickel-Catalyzed Asymmetric Negishi Cross-Couplings of Secondary Allylic Chlorides with Alkylzincs

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