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

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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.

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