Reactions of propargyl alcohols. I. Lithium aluminium hydride reduction of 2,3,3-Trimethylhex-4-yn-3-ol

Abstract

Lithium aluminium hydride reduction of (R)-(+)-2,3,3-trimethylhex-4-yn-3-ol (3) in diglyme gave(S)-(-)-4,5,5-trimethylhexa-2,3-diene (4) and (S)-(+)-(E)-2,3,3-trimethylhex-4-en-3-ol (5). The mechanism of the allene-forming reaction is discussed.