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Synfacts 2008(1): 0048-0048
DOI: 10.1055/s-2007-991434
DOI: 10.1055/s-2007-991434
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Asymmetric Addition of Enamides to Diaryl Ethylidenemalonates
F. Berthiol, R. Marsubara, N. Kawai, S. Kobayashi*
The University of Tokyo, Japan
Further Information
Publication History
Publication Date:
18 December 2007 (online)
Significance
Earlier, the authors have reported enantioselective copper-catalyzed additions of enamides and enecarbamates to various electrophiles. In the present study a chiral copper diamine complex is found to catalyze the addition of a variety of aromatic and alkyl-substituted enamides to several diaryl ethylidenemalonates in good to excellent yields and enantioselectivities. As an advantage over related methods, the requisite proton transfer step occurs intramolecularly, provided from the enamide as opposed to an external source.