Alkenylboronic ester activation to nucleophilic addition and electrophilic trapping with carbonyl groups

Identifier:  imarina:9283524

Handle: https://hdl.handle.net/20.500.11797/imarina9283524

Authors:  Gonzalez, Sara; Fernandez, Elena

Abstract:
Carbolithiation of 1-phenylvinylboronic acid pinacol ester with tert-butyl lithium was used to generate α-phenylboryl carbanions which were reacted in a straightforward manner with carbonyl groups via boron-Wittig sequence. When unhindered α, β-unsaturated carbonyl compounds were used, 1, 4-addition of the α-phenylboryl carbanions was observed over the boron-Wittig sequence.