Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Stereochemistry of Quinolizidines. II. Carbon-13 Magnetic Resonance Spectra of N-Methylquinolizidinium Ions
杉浦 眞喜子高尾 楢雄佐々木 喜男
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1977 年 25 巻 5 号 p. 960-963

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The carbon magnetic resonance spectra of trans-(I) and cis-N-methylquinolizidinium ion (II) were examined in relation to the stereochemistry of these compounds. Ring inversion of the cis-N-methylquinolizidinium ion was observed in variable temperature experiments and results afforded ΔGc=13.7 kcal/mole. The observed carbon chemical shift difference between I and II was compared with that estimated empirically, and shown to be a measure of the stereochemical difference between the trans-and cis-forms of the quinolizidine nucleus.
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© The Pharmaceutical Society of Japan
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