Asymmetric Alkyl−Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins

Author(s)
Owston, Nathan A.; Fu, Gregory C.
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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.
Date issued
2010-09
URI
http://hdl.handle.net/1721.1/82112
Department
Massachusetts Institute of Technology. Department of Chemistry
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.
Version: Author's final manuscript
ISSN
0002-7863
1520-5126
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