M. Yoshimatsu et al., MEYER-SCHUSTER REARRANGEMENT OF GAMMA-SULFUR-SUBSTITUTED PROPARGYL ALCOHOLS - A CONVENIENT SYNTHESIS OF ALPHA,BETA-UNSATURATED THIOESTERS, Journal of organic chemistry, 60(15), 1995, pp. 4798-4802
gamma-Sulfur-substituted propargyl alcohols 1a-e and 1ij reacted with
polyphosphoric acid trimethylsilyl ester (PPSE) to give the alpha,beta
-unsaturated thioesters 3a-e and 3ij in good yields. However, the reac
tions of 3,3-dibutyl-1 -(phenylthio)propargyl alcohol (1k) and 1-(phen
ylthio)ethynyl- 1-cyclo alkanols 1l-n with PPSE gave the enyne sulfide
s 2k-n exclusively.