105632-49-3Relevant academic research and scientific papers
CYCLOFUNCTIONALISATION OF EPOXYALCOHOL DERIVATIVES. 1. DELIVERY OF FUNCTIONALISED CARBON FOR STEREOSPECIFIC SYNTHESIS OF DIHYDROFURANS AND DIHYDROXYACIDS
McCombie, Stuart W.,Shankar, Bandarpalle B.,Ganguly, Ashit K.
, p. 6301 - 6304 (1985)
E-2-(Phenylsulfonyl)vinyl ethers of 2,3-epoxyalcohols are stereospecifically rearranged to 3-(phenylsulfonyl)-4-(1-hydroxyalkyl)-4,5-dihydrofurans on treatment with LDA.Oxidation of these compounds or the derived des-sulfonyl compounds provides esters or lactones which correspond to regiospecific delivery of -CO2H or -CH2CO2H to C-2, with inversion.
