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Communication | Special issue | Vol 42, No. 2, 1996, pp.503-508
Published online, 1st January, 1970
DOI: 10.3987/COM-95-S79
One-Step Synthesis of (-)-5-epi-Hydantocidin

Noriyuki Nakajima, Masayuki Kirihara, Miyoko Matsumoto, Masaru Hashimoto, Tadashi Katoh, and Shiro Terashima

*Sagami Central Research Center, Nishi-Ohnuma, Sagamihara, Kanagawa 229-0012, Japan

Abstract

One-step synthesis of (-)-5-epi-hydanrocidin was achieved by heating a mixture of D-isoascorbic acid and urea without solvent. Studies on N,O-spiroketal formation and epimerization between (+)-hydantocidin and (-)-5-epi-hydantocidin were also carried out to explore some mechanistic aspects of the obtained results.