Pd-Catalyzed Hydroborylation of Alkynes: A Ligand Controlled Regioselectivity Switch for the Synthesis of α- or β-Vinylboronates
Devi Prasan Ojha and Kandikere Ramaiah Prabhu*
*Department of Organic Chemistry, Indian Institute of
Science, Bangalore 560012, Karnataka, India, Email: prabhu
orgchem.iisc.ernet.in
D. P. Ojha, K. R. Prabhu, Org. Lett., 2016, 18, 432-435.
DOI: 10.1021/acs.orglett.5b03416
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Abstract
A high α-selectivity of a ligand controlled selective hydroborylation of terminal alkynes to α-vinylboronates using a Pd catalyst can be switched to furnish β-vinylboronates by altering the ligand from a trialkylphosphine to N-heterocyclic carbene. Various terminal alkynes furnish the corresponding α- or β-vinylboronates in excellent selectivity and yield.
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Key Words
ID: J54-Y2016
