Oxidative transformations of indole alkaloids. III. Pseudoindoxyls from yohimbinoid alkaloids and their conversion to “invert” alkaloids1, 2

N Finch, CW Gemenden, IHC Hsu, A Kerr…

Index: Finch,N. et al. Journal of the American Chemical Society, 1965 , vol. 87, # 10 p. 2229 - 2235

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Citation Number: 51

Abstract

Several tetrahydro-@-carboline alkaloids have been converted to their pseudoindoxyl analogs by treatment of the derived acyloxyindolenines with base. By use of such a transformation the yellow alkaloid of Rauwolfia vomitoria Afzel. has been identified as isoreserpiline pseudoindoxyl. Optical rotatory dispersion measurements have been employed to make tentative assignments of stereochemistry for some of the ...