American Chemical Society
jo1c00938_si_001.pdf (6.9 MB)

Four-Step Total Synthesis of (+)-Euphococcinine and (±)-Adaline

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journal contribution
posted on 2021-08-19, 21:05 authored by Sopan P. Khandare, Kavirayani R. Prasad
A four-step enantiospecific total synthesis of bicyclic homotropinone alkaloid euphococcinine and a racemic synthesis of adaline were reported. Key reactions in the synthesis are the diastereoselective addition of a Wittig phosphorene to the ketimines derived from Davis–Ellman sulfinamides, ring-closing metathesis, and intramolecular Michael reactions.