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B-Alkyl sp3-sp2 Suzuki-Miyaura Couplings under Mild Aqueous Micellar Conditions

Nicholas R. Lee, Roscoe T. H. Linstadt, Danielle J. Gloisten, Fabrice Gallou and Bruce H. Lipshutz*

*Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, United States, Email: lipshutzchem.ucsb.edu

N. R. Lee, R. T. H. Linstadt, D. J. Gloisten, F. Gallou, B. H. Lipshutz, Org. Lett., 2018, 20, 2902-2905.

DOI: 10.1021/acs.orglett.8b00961 (free Supporting Information)


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Abstract

OBBD (B-alkyl-9-oxa-10-borabicyclo[3.3.2]decane) derivatives are easily made and can be used for Suzuki-Miyaura couplings under mild aqueous micellar catalysis conditions. Reaction medium recycling exemplifies the synthetic utility of this technology.

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TGPS-750-M



Key Words

Suzuki coupling, alkylation


ID: J54-Y2018