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  • Copper Chloride-Catalyzed and Hydrochloric Acid-MediatedChemoselective Protiodestannylations of Alkyl (Z)- or(E)-2,3-Bis(trimethylstannyl)-2-alkenoates. StereoselectivePreparation of Alkyl (E)- and (Z)-3-Trimethylstannyl-2-alkenoates
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  • Treatment of alkyl(Z)-2,3-bis(trimethylstannyl)-2-alkenoates (7)with a catalytic amount of copper(I)chloride in N,N-dimethylformamide (DMF) containing a smallquantity of water provides very good-to-excellent yields of alkyl(E)-3-trimethylstannyl-2-alkenoates (1). Onthe other hand, stirring ofsolutions of alkyl (Z)- (7) or(E)-2,3-bis(trimethylstannyl)-2-alkenoates (8) inDMF containing dilutehydrochloric acid produces, efficiently, alkyl(Z)-3-trimethylstannyl-2-alkenoates(2).
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