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Stereoselective Alkylation of Allylic Alcohols: Tandem Ethylation and Functionalization


  • We thank the NSF (CHE-0615604) for generous financial support.


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A versatile formal SN2′ alkylation of allylic alcohols has been devised by means of the Kulinkovich reagent and in situ elaboration of the presumed alkyltitanium intermediates with electrophiles (see scheme). The utility of this method has been demonstrated in the stereoselective construction of all-carbon quaternary centers.