Asymmetric Alkyl−Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins
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Fu_Asymmetric alkyl-alkyl.pdf
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Author(s)
Owston, Nathan A.
Fu, Gregory C.
Date Issued
September 2010
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Citation
Owston, Nathan A., and Gregory C. Fu. “Asymmetric Alkyl−Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins.” Journal of the American Chemical Society 132, no. 34 (September 2010): 11908-11909.
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Author's final manuscript
Abstract
A method for asymmetric alkyl−alkyl Suzuki reactions of unactivated secondary alkyl electrophiles, specifically, cross-couplings of racemic acylated halohydrins with alkylborane reagents, has been developed. A range of protected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled in good ee by a catalyst derived from commercially available components.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use.
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DOI of Published Version
https://doi.org/10.1021/ja105924f
