Issue 13, 1998

Cascade radical cyclisations involving enamide double bonds. A synthetic approach to azasteroids

Abstract

Treatment of the enamide selenoesters 8 and 14 with Bu3SnH–AIBN is shown to lead to the nitrogen tricycle 9 (63%) and the D-homo-12-azasteroid 16 (45%) respectively, by way of serial stereoselective 6-endo-trig radical cyclisations.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 2005-2008

Cascade radical cyclisations involving enamide double bonds. A synthetic approach to azasteroids

P. Double and G. Pattenden, J. Chem. Soc., Perkin Trans. 1, 1998, 2005 DOI: 10.1039/A802298D

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