Studies in protoberberine alkaloids: Part XlX. Synthesis of (±)-thalictrifoline, (±)-sinactine & (±) - cavidine

Pai, B. R. ; Natarajan, S. ; Suguna, H. ; Rajeswari, S. ; Chandrasekaran, S. ; Nagarajan, K. (1982) Studies in protoberberine alkaloids: Part XlX. Synthesis of (±)-thalictrifoline, (±)-sinactine & (±) - cavidine Indian Journal of Chemistry, 21B . pp. 607-611. ISSN 0019-5103

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Abstract

(±)-Thalictrifoline (14), (±)-sinactine (13) and (±)-cavidine (18) have been synthesised from trans- and cis-13-carboxy-9,10-methylenedioxy-2,3-dimethoxy-8-oxo-tetrahydroprotoberberines (8 and 9). 8 and 9 are obtained by condensing 3,4-methylenedioxyhomophthalic anhydride (6) and 6,7-dimethoxy-3,4-dihydroisoquinoline (1).

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