Highly Selective Thiiranation of 1,2-Allenyl Sulfones with Br2 and Na2S2O3: Mechanism and Asymmetric Synthesis of Alkylidenethiiranes

摘要

Electrophilic addition reactions of allenes have been explored in the search for highly selective reactions for organic synthesis.'11 We demonstrated the electrophilic halocycliza-tion of allenes with a nucleophilic functionality.On the basis of these observations,we developed highly regio- and stereoselective halohydroxylation reactions of heteroatom-substituted allenes,including 1,2-allenyl sulfides,sele-nides,and sulfoxides.