Vinylidenation of Organoboronic Esters Enabled by a Pd-Catalyzed Metallate Shift.

Angew Chem Int Ed Engl

Department of Chemistry, Boston College, 2609 Beacon Street, Chestnut Hill, MA, 02467, USA.

Published: January 2019

Organoboron "ate" complexes undergo a net vinyl insertion reaction to give 1,1-disubstituted alkenyl boronic esters when treated with stoichiometric allyl acetate and a palladium catalyst. Reactions that employ vinyllithium afforded good to excellent yields after one hour, while reactions that employ vinylmagnesium chloride furnished modest to good yields after 18 hours.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6414219PMC
http://dx.doi.org/10.1002/anie.201811782DOI Listing

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