Synthesis of secondary or tertiary alcohols by reactions of trialkylboranes with acyl carbanion equivalents

Abstract
Reactions of trialkylboranes (R2 3B) with 1-lithio-1,1-bis(phenylthio)alkanes [R1(PhS)2CLi+; R1= H or Prn], followed by reaction with mercury(II) chloride and oxidative work-up, give high yields of secondary (R1= H) or tertiary (R1= Prn) alcohols (R1R2 2COH).