A stereoselective synthesis of pentacyclic dilactam 1, a known precursor of the indole alkaloid akagerine, involving addition of the enolate of 1-acetylindole 2 to 3-acetyl-2-fluoropyridinium salt 3, cyclization of the resultant 1,4-dihydropyridine, elaboration of the (E)-ethylidene substituent and closure of the C ring by Pummerer reaction, is reported.
M.-Lluïsa Bennasar, B. Vidal, B. A. Sufi and J. Bosch, Chem. Commun., 1998, 2639 DOI: 10.1039/A807868H
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