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Synthesis of steroids containing a vicinal diol group in the side chain via isoxazoline intermediates

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A sequence of conversions including 1,3-dipolar cycloaddition of nitrile oxides to steroid 22-enes and modification of the isoxazolines obtained by hydroxylation to the 4′ position and splitting of the heterocycle leads to steroids with a polyfunctional open chain, 22,23-dihydroxy 24-ketones.

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Additional information

For preliminary report see [1].

Institute of Bioorganic Chemistry, Academy of Sciences of Belarus', Minsk 220141. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 542–548, April, 1997.

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Litvinovskaya, R.P., Drach, S.V., Koval', N.V. et al. Synthesis of steroids containing a vicinal diol group in the side chain via isoxazoline intermediates. Chem Heterocycl Compd 33, 465–470 (1997). https://doi.org/10.1007/BF02321394

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  • DOI: https://doi.org/10.1007/BF02321394

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