Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Synthesis and Stereochemistry in B/C Ring Juncture of Lactamcarbinol A, a Degradation Product of Securinine
堀井 善一山脇 泰彦花岡 美代次田村 恭光斎藤 清一吉川 浩
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1965 年 13 巻 1 号 p. 22-26

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Cis-and trans-2-Hydroxy-2-(2-pyridyl) cyclohexaneacetic acid, (X) and (VIII), were synthesized and their stereochemistries discussed. The latter (VIII) was converted into racemic lactam-carbinol A (I), which showed the same infrared spectrum in chloroform as that of natural lactam-carbinol A obtained by degradation of securinine. The present work proved unequivocally the stereochemistries in B/C ring junctures of lactamcarbinols A (I) and B (II), and quinolizidines A (IV) and B (V), degradation products of securinine.
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© The Pharmaceutical Society of Japan
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