Studies on the Terpenoids and Related Alicyclic Compounds. I. Synthesis of 5α-and 5β-2-Oxosantan-6: 13-olide from Santonin

KOJI YAMAKAWA; SHINPEI KIDOKORO; NORIHIDE UMINO; REIJI SAKAGUCHI; TAKASHI TAKAKUWA; MAKOTO SUZUKI

doi:10.1248/cpb.21.296

KOJI YAMAKAWA, SHINPEI KIDOKORO, NORIHIDE UMINO, REIJI SAKAGUCHI, TAKASHI TAKAKUWA, MAKOTO SUZUKI

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JOURNAL FREE ACCESS

1973 Volume 21 Issue 2 Pages 296-307

DOI https://doi.org/10.1248/cpb.21.296

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Abstract

5α-and 5β-2-oxosantanolide (XIII and XXIII) have been synthesized from known 2-acetoxy-α-and γ-tetrahydrosantonin (VIII and XIX), respectively, which has previously been obtained from (-)-santonin. Nuclear magnetic resonance, optical rotatory dispersion and circular dichroism spectra of XIII and XXIII are discussed.

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