The Catalyzed Desulfinylative Allylation of Carbonyl Compounds with Alk-2-enesulfonyl Chlorides and Silyl Alk-2-enesulfinates

摘要

Coupling up with sulfonyl chlorides: An ene reaction of alkenes with SO₂BCl₃ permits the one-pot conversion of simple alkenes into β,-unsaturated sulfonyl chlorides or sulfinic silyl esters. These compounds can then be used as nucleophilic allylating agents with aldehydes and ketones to generate the corresponding homoallylic alcohols (see scheme) with good chemo- and diastereoselectivity in the presence of a suitable catalyst and reducing agent.