Abstract

1. The regiospecific 1,3-dipolar cycloaddition of Z- and E-nitronic esters to steroidal Δ16-olefins gives both of the possible diastereomers, which arise as the result of the exo and endo approach of the dipole. 2. In each pair of diastereomers one is unstable and undergoes transformation to the stable isomer of another pair. 3. The transformation of unstable stereoisomers to stable isomers represents inversion of the isoxazoline nitrogen atom, accompanied by conformational reorganization of the ciscoupled convertolike (five-membered) carbo- and heterocycles.

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