Synthesis of Unfunctionalized Carbonated Fragments Containing Two Vicinal Chiral Centers: Stereocontrolled Benzylation of Vinylsulfones Mediated by a Remote Sulfinyl Group

摘要

One-pot benzylation of (E)-vinylsulfones with optically pure 2-p-tolylsulfinylbenzyl carbanions and desulfinylation with tBuLi, followed by desulfonylation of the resulting 1-sulfonylpropanes, provided acyclic hydrocarbons containing two connected chiral centers in very smooth conditions and almost complete control of the stereoselectivity (see scheme).