Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000131.xml
Synfacts 2008(12): 1300-1300
DOI: 10.1055/s-0028-1083615
DOI: 10.1055/s-0028-1083615
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Copper-Catalyzed Cyclopropanation of Allylic Carbonates with Diboron
H. Ito*, Y. Kosaka, K. Nonoyama, Y. Sasaki, M. Sawamura*
Hokkaido University, Sapporo, Japan
Further Information
Publication History
Publication Date:
20 November 2008 (online)
Significance
The authors reported highly diastereo- and enantioselective cyclopropanations of γ-silylated allylic carbonates with diboron species catalyzed by copper(I). In addition, they achieved the highly enantioselective reaction with a chiral phosphine ligand. The resulting B-Si bifunctional cyclopropane was further derivatized by Suzuki-Miyaura coupling and Tamao oxidation without any loss of stereochemical purity.