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■ 1,3,2-Benzodioxaborole in Organic Synthesis: Preparation of Vinyl lodides

George W. Kabalka,* Kunda A. R. Sastry, and Vishwanatha Somayaji

*Chemistry Department, University of Tennessee, Knoxville, Tennessee, 37196, U.S.A.

Abstract

1,3,2-Benzodioxaborole readily hydroborates alkynes to form vinylboronic esters. The esters can be hydrolyzed to the corresponding vinylboronic acids which react with sodium iodide and chloramine-T to form isomerically pure (E)-iodoalkenes.