Synthesis of (3R,4R)‐3‐Amino‐4‐hydroxyhexahydroazepine, the Chiral Constituent of the Antibiotic Ophiocordin

Abstract (3R,4R)‐3‐Amino‐4‐hydroxyhexahydroazepine (2), the optically active constituent of the antifungal antibiotic ophiocordin (1), was prepared in a multistep synthesis starting from D‐serine. The absolute configuration was unambigously assigned by a comparison of the synthesized stereoisomer 2 with its racemate and the chiral moiety of the antibiotic ophiocordin by enantioselective gas chromatography.