Total synthesis of olivanic acids and related compounds: preparation of (±)-MM 22383 and (±)-N-acetyldehydrothienamycin
Abstract
7-(1-Hydroxyethyl)-8-oxo-3-oxa-1-azabicyclo[4.2.0]octanespiro-2-cyclohexane has been elaborated to provide appropriately substituted thioester-phosphoranes; these have been cyclised via an intramolecular Wittig reaction and the products deprotected to furnish (±)-MM-22383 and (±)-N-acetyldehydrothienamycin.