The base exchange of betanidin and isobetanidin with 5,6‐dihydroxy‐2,3‐dihydroindole‐2R‐carboxylic acid (named R‐Cyclodopa, III) led to the formation of enantio‐isobetanidin and enantio‐betanidin, respectively. The enantiomers exhibited rotatory dispersion curves which were the mirror images of those of betanidin and isobetanidin. Thus it is shown that, in agreement with our proposed structure for betanidin, there exists in the molecule another, and only one other, asymmetric centre in addition to that present at C2, and furthermore, that isobetanidin differs from betanidin only in its configuration at this second centre (C15).
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Wilcox et al. (1965) studied this question.
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