Z-Selective or Stereospecific Alkenylation Reaction:A Novel Synthetic Method for alpha-Fluoro-alpha,beta-unsaturated Esters

摘要

The Z-selective formation of alpha-ftuoro-alpha,beta-unsaturated esters was achieved using the deselenenic acid of the syn-and/or anti-3-aryl-2-fluoro-3-hydroxy-2-organoselanylacetates 3 and 4 with trifluoromethanesulfonic acid.In contrast,the 3-alkyl-substituted propanoates 3f and 4b stereospecifically underwent alkenylation to give the(E)-or(Z)-alpha-fluoro-alpha,beta-unstau-rated esters 5f.We were also successful in the one-pot alkenylation reactions.