Total Synthesis and Structure Assignment of Saptomycin H.

We report herein the first total synthesis of saptomycin H ( 2 ), by which the unidentified absolute stereochemistry of the oxiranyl side chain has been determined as 14 R ,16 S . The keys include (1) concise assembly of three units, anthrone, sugar and side chain, and (2) AZADOL-mediated 6- endo -selective pyranone (A-ring) formation.