Issue 0, 1983

Formation of a benzobicyclo[4.1.0]heptane lactone by photochemical rearrangement of a steroid ketol. Crystal structure determination of 5-methoxy-des-A-14a-D-homo-14,17-cyclo-oestra-5,7,9-trien-15-one

Abstract

Photochemical rearrangement of 14β-hydroxy-5-methoxy-des-A-oestra-5,7,9,16-tetraen-15-one (1) gives the cyclopropane-lactone (4), the structure of which was established by X-ray crystallographic analysis. The lactone was isolated by reversed-phase high-performance liquid chromatography. A possible concerted mechanism for its formation is discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1983, 985-988

Formation of a benzobicyclo[4.1.0]heptane lactone by photochemical rearrangement of a steroid ketol. Crystal structure determination of 5-methoxy-des-A-14a-D-homo-14,17-cyclo-oestra-5,7,9-trien-15-one

A. B. Turner, R. A. Howie and P. J. Cox, J. Chem. Soc., Perkin Trans. 1, 1983, 985 DOI: 10.1039/P19830000985

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