Mechanistic insights into the gold(i)-catalyzed [3,3]-sigmatropic rearrangement of sulfoniums for the formation of chiral 1,4-dicarbonyls or formal α-arylation of carbonyl compounds

Abstract

Starting with vinyl sulfoxides and propargyl silane, the Au(I)-catalyzed asymmetric [3,3]-sigmatropic rearrangement of sulfonium intermediate furnished, after protodemetallation step and hydrolysis of thionium ion, the corresponding 4-oxo-2-aryl-2-alkyl-pentanal derivatives. From the...