Copper-Catalyzed Enantioselective Substitution of Allylic Carbonates with Diboron: An Efficient Route to Optically Active α-Chiral Allylboronates

Hajime Ito,* Shinichiro Ito, Yusuke Sasaki, Kou Matsuura and Masaya Sawamura*

*Department of Chemistry, Faculty of Science, Hokkaido University, Sapporo 060-0810, Japan, Email: hajitosci.hokudai.ac.jp, sawamurasci.hokudai.ac.jp

H. Ito, S. Ito, Y. Sasaki, K. Matsuura, M. Sawamura, J. Am. Chem. Soc., 2007, 129, 14856-14857.

DOI: 10.1021/ja076634o

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Abstract

Cu(I)-catalyzed enantioselective substitution of readily available allylic carbonates with bis(pinacolato)diboron afforded various α-chiral allylboronates, including functionalized allylboronates, with high enantiomeric purity.

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Key Words

Allylboronates

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ID: J48-Y2007-3830