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Chemoselective and Stereoselective Allylation of Bis(alkenyl)boronates. 2024

Joseph M Ready, and Minh-Khoa Tran
University of Texas Southwestern Medical Center, Department of Biochemistry, 5323 Harry Hines Blvd, 75390, Dallas, UNITED STATES OF AMERICA.

Bis(alkenyl)boronates react with optically active Ir(π-allyl) species in a process that involves allylation of the more substituted olefin and 1,2-metalate shift of the less substituted olefin. The method constructs valuable enantioenriched tertiary allylic boronic esters with high chemoselectivity, enantioselectivity and diastereoselectivity. Allylic functionalization reactions transform the 1,3-stereodiad to 1,5- and 1,6-stereochemical relationships.

UI MeSH Term Description Entries

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