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Synfacts 2009(7): 0774-0774  
DOI: 10.1055/s-0029-1217289
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Copper-Catalyzed Directed Carbozincation of Cyclopropenes

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
V. Tarwade, X. Liu, N. Yan, J. M. Fox*
University of Delaware, Newark, USA
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Publication History

Publication Date:
22 June 2009 (online)

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Significance

The authors have developed a Cu-catalyzed diastereoselective addition of organozinc reagents to cyclopropene derivatives. ­Either ester or oxazolidinone is an excellent directing group in the addition of a variety of organozinc reagents with excellent facial selectivity. The scope of the method is broadened by the ability to utilize organozinc reagents generated in situ from Grignard reagents.