Issue 4, 1987

A new stereospecific rearrangement of an excited steroidal α,β-unsaturated cyclic ketone oxime

Abstract

Irradiation of (E)-5α-cholest-1-en-3-one oxime in protic or aprotic solvent with a low pressure mercury arc gave 4α′,5-dihydro-A-nor-5α-cholestano[2,1-c]isoxazole, the molecular structure of which was established by X-ray analysis, and a mechanism, which accommodates in stereospecificity of this new photo-rearrngement proved by deuterium labelling studies, is suggested.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 283-284

A new stereospecific rearrangement of an excited steroidal α,β-unsaturated cyclic ketone oxime

H. Suginome, M. Kaji, T. Ohtsuka, S. Yamada and A. Furusaki, J. Chem. Soc., Chem. Commun., 1987, 283 DOI: 10.1039/C39870000283

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