Transformation of 4-Acetoxy-3-Vinylazetidin-2-Ones to 3-(1-Hydroxyethyl)Azetidin-2-Ones and 3-Ethylideneazetidin-2-Ones: Intermediates for Carbapenem Antibiotics

Abstract

4-Acetoxy-3-vinylazetidin-2-one and 4-formyl-3-vinylazetidin-2-one are transformed to the carbapenem intermediates 4-acetoxy-3-(1-hydroxyethyl)azetidin-2-one and 4-acetoxy-3-ethylideneazetidin-2-one respectively, and the synthesis of a 6-vinylcarbapenem is reported.