American Chemical Society
ja6b04206_si_004.cif (1.6 MB)

Enantioselective Nickel-Catalyzed anti-Carbometallative Cyclizations of Alkynyl Electrophiles Enabled by Reversible Alkenylnickel E/Z Isomerization

Download (1.6 MB)
posted on 2016-06-22, 13:20 authored by Christopher Clarke, Celia A. Incerti-Pradillos, Hon Wai Lam
Nickel-catalyzed additions of arylboronic acids to alkynes, followed by enantioselective cyclizations of the alkenylnickel species onto tethered ketones or enones, are reported. These reactions are reliant upon the formal anti-carbonickelation of the alkyne, which is postulated to occur by the reversible E/Z isomerization of an alkenylnickel species.