The NMR spectral analysis of voacangine hydroxyindolenine (2) and of some synthetic derivatives, together with mechanistic considerations, permitted to establish its absolute configuration at C(7) as ( R ). The configuration at C(7) in hydroxyindolenines of the ibogamine series is also discussed and
Absolute configuration of the substituent at C-7 in guaiol
β Scribed by Hitoshi Minato
- Publisher
- Elsevier Science
- Year
- 1961
- Tongue
- French
- Weight
- 214 KB
- Volume
- 2
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Osaka, Japan IN the preceding papers,' it was eetabliehed that both the C-4 and the C-10 methyl Bronps in guaiol (I) poeseas the a-configuration. Now the question remains as to whether the eubetituent at C-7 in guaiol is aor $-oriented. In thin rxperiment, an attempt was made to determine the absolute confiiguration of the hydroxyisopropyl group at C-7 in guaiol by degradation of l0-hydroxy-2,5-dimethyl-&!-isopropropyl-decalone-l (V) which rae reported in the previous paper. 2
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