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Synfacts 2010(2): 0197-0197
DOI: 10.1055/s-0029-1219099
DOI: 10.1055/s-0029-1219099
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Asymmetric Cyclopropanation with gem-Dizinc Reagents
L. E. Zimmer, A. B. Charette*
Université de Montréal, Canada
Further Information
Publication History
Publication Date:
21 January 2010 (online)
![](https://www.thieme-connect.de/media/synfacts/201002/lookinside/thumbnails/10.1055-s-0029-1219099-1.jpg)
Significance
Previously, the authors reported the diastereoselective cyclopropanation of allylic alcohols with gem-dizinc carbenoids (J. Am. Chem. Soc. 2005, 127, 13140). In this paper, they managed to obtain highly enantioenriched 1,2,3-tri-substituted cyclopropanes. In the aid of a dizinc reagent and a chiral dioxaborolane reagent the cyclopropyl borinate intermediate is generated and could be used in the following cross-couplings.