Highly Stereoselective Preparation of Chiral alpha-Substituted Sulfides from alpha-Chloro Sulfides via 1,2-Asymmetric Induction

[摘要]：A C-S stereogenic center is created with efficient stereo-control by 1,2-asymmetric induction due to a vicinal C-O stereogenic center. Propargylic, allylic, and alkyl sulfides are readily prepared in good yield and stereoselectivity from alpha-chloro sulfides. The allylic sulfide have been converted to the corresponding sulfoxide/sulfilimine/sulfur ylide and subjected to [2,3]-sigmatropic rearrangement. The efficient 1,3-chirality transfer observed in this reaction eventually results in a net 1,4-chirality transfer.

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