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Synthesis of Tertiary Allylboronates from Vinylboronates

Brian A. Ondrusek, Jin Kyoon Park, D. Tyler McQuade*

*Florida State University, Department of Chemistry and Biochemistry, Tallahassee, Florida 32306-4390, USA, Email: mcquadechem.fsu.edu

B. A. Ondrusek, J. K. Park, D. T. McQuade, Synlett, 2014, 25, 217-220.

DOI: 10.1055/s-0033-1340282


Abstract

Bifunctional vinylboroate/allylic acetate esters react with Grignard reagents to form tertiary allylic boronates via an 'ate-mediated allylic substitution' (AMAS) approach. The method tolerates a wide range of substrates and Grignard reagents.

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Key Words

boron, homogeneous catalysis, copper, organometallic reactions, allylation, allylboronates


ID: J60-Y2014