Olefin cross metathesis based de novo synthesis of a partially protected L-amicetose and a fully protected L-cinerulose derivative

Beilstein J Org Chem. 2014 May 6:10:1023-31. doi: 10.3762/bjoc.10.102. eCollection 2014.

Abstract

Cross metathesis of a lactate derived allylic alcohol and acrolein is the entry point to a de novo synthesis of 4-benzoate protected L-amicetose and a cinerulose derivative protected at C5 and C1.

Keywords: carbohydrates; de novo synthesis; lactate; metathesis; ruthenium.