A straightforward, biomimetic synthesis of
(−)-N(a)-methylervitsine involving the
nucleophilic addition of the enolate derived from 2-acetylindole 1 to
chiral, non-racemic pyridinium salt 2, followed by
(Me2N+![[double bond, length half m-dash]](https://www.rsc.org/images/entities/char_e006.gif)
CH2) I–
induced cyclization of the resultant 1,4-dihydropyridine, with subsequent
elaboration of the exocyclic 16-methylene and 20E-ethylidene
substituents, is reported.
A biomimetic synthesis of (−)-N(a)-methylervitsine
M.-Lluïsa Bennasar, E. Zulaica, Y. Alonso, I. Mata, E. Molins and J. Bosch, Chem. Commun., 2001, 1166 DOI: 10.1039/B102010M
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