Brewers' yeast-mediated synthesis of (1S,2S)-1-(2-thienyl)-1,2-propanediol and a study on the lipase-catalyzed regioselective introduction of acyl protective group to the diol moiety

Article abstract of DOI:10.3987/com-96-7679

Reductive homologation of thiophenecarboxyaldehyde mediated by brewers' yeast and subsequent recrystallization provided (1S,2S)-1-(2-thienyl)-1,2-propanediol in 29% yield. A Pseudomonas lipase-catalyzed acetylation preferentially occurred on the hydroxyl group at C-1 position of the diol.