The total synthesis of (–)-phyllanthostatin-1

Abstract

The first total synthesis of the important antitumour glycoside (–)-phyllanthostatin-1 (1) is described; the key steps include a regioselective Koenigs–Knorr reaction to establish the 1,2-O-linkage in disaccharide (6) and a stereoselective triphenylphosphine–di-isopropyl azodicarboxylate (TPP–DIAD) glycosidation of hemiacetal (12) with aglycone (15).