posted on 2024-03-15, 14:44authored byBocheng Chen, Lucas Pagès, Raphaël Dollet, Cyrille Kouklovsky, Sébastien Prévost, Aurélien de la Torre
Double
allylic substitution is an attractive approach to building
molecular complexity from simple starting materials by creating two
new bonds in one pot. However, this type of reaction has been doomed
by chemoselectivity and regioselectivity issues. In this letter, we
describe a new approach to introduce a-la-carte two
new C–C, C–N, C–O, or C–S bonds in a chemo-
and regioselective fashion. The reaction relies on sequential dual
catalysis with a Lewis acid and palladium. The scope is remarkably
broad, and the reaction can be diastereoselective by using secondary
alcohols as the first nucleophile.