REACTION OF BETA-ETHYLTHIOPROPIONYL TETRAFLUOROBORATES WITH ALKYNES - STEREOSPECIFIC ONE-POT SYNTHESIS OF 1-ETHYLTHIOPENT-1,4-DIEN-3-ONESстатья
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Аннотация:A stereospecific one-pot synthesis of 1-ethylthiodivinylketones is described. Reaction of different alkynes with beta-ethylthiopropionyl tetrafluoroborate proceeds through formation of six-membered cyclic sulfonium salts as a conjugated addition of acyl and sulfide moieties to acetylene. Subsequent cleavage of sulfonium salts with bases results in the corresponding 1-ethylthiodivinylketones. The reaction proceeds regio- and stereospecifically as syn-addition of acryloyl and ethylthio groups to the triple bond.