Synthesis of Geminal Dimetal-Substituted Terminal Alkenes Utilizing a Cuprate Rearrangement: Toward an Efficient and General Access to Trisubstituted Olefins
Abstract Preparation of 1, 1-dimetalated-1-alkenes was realised via metalate rearrangements in the opening of lithiodihydrofuran 6 by reaction with dilithium stannyl-, silyl- , alkyl-and aryl (cyano) cuprates and quenching with electrophilic agents. Several hetero (E)- and (Z)-1, 1-dimetalated alkene derivatives were so produced in good to high yields and total stereocontrol.
