Issue 7, 1992

Synthesis of the tricyclic nucleus of the alkaloid stemofoline: X-ray crystal structure of (4RS,5RS,7SR,10RS)-10-butyl-5-hydroxy-1-azatricyclo[5.3.0.0]decan-2-one

Abstract

The tricyclic lactams 20 and 21 have been synthesized using iminium ion cyclisations and formation of the third ring via halogen metal exchange; oxidation of the lactam 22 using lead(IV) acetate gave the tetracyclic ether 27 regioselectively.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 538-540

Synthesis of the tricyclic nucleus of the alkaloid stemofoline: X-ray crystal structure of (4RS,5RS,7SR,10RS)-10-butyl-5-hydroxy-1-azatricyclo[5.3.0.0]decan-2-one

R. L. Beddoes, M. P. H. Davies and E. J. Thomas, J. Chem. Soc., Chem. Commun., 1992, 538 DOI: 10.1039/C39920000538

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