Direct Synthesis of Alkenyl Boronic Esters from Unfunctionalized Alkenes: A Boryl-Heck Reaction.
We report the first example of a boryl-Heck reaction using an electrophilic boron reagent. This palladium-catalyzed process allows for the conversion of terminal alkenes to trans-alkenyl boronic esters using commercially available catecholchloroborane (catBCl). In situ transesterification allows for rapid access to a variety of boronic esters, amides, and other alkenyl boron adducts.
Department of Chemistry and Biochemistry, University of Delaware , Newark, Delaware 19716, United States.
William B
WB
Reid
Department of Chemistry and Biochemistry, University of Delaware , Newark, Delaware 19716, United States.
Jesse J
JJ
Spillane
Department of Chemistry and Biochemistry, University of Delaware , Newark, Delaware 19716, United States.
Sarah B
SB
Krause
Department of Chemistry and Biochemistry, University of Delaware , Newark, Delaware 19716, United States.
Donald A
DA
Watson
D000475:Alkenes / Q000737:chemistry*; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis*
D000475:Alkenes; D001896:Boron Compounds; D004952:Esters