Circular dichroism (CD) spectra of 22-hydroxy- and 22-acetoxy-22-isoxazolinylsteroids were studied. The configuration of the C-5′ center of the heterocycle was established from the sign of the n-π*-transition band of the azomethine chromophore. The band molecular ellipticity was shown to depend on the mutual placement of the isoxazoline ring and the steroid skeleton of the studied compounds.
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Acknowledgment
We thank A. S. Lyakhov for providing the x-ray projections of stereomers 3 and 6.
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Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 495–499, September-October, 2008.
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Garbuz, N.I., Yankovskaya, G.S., Litvinovskaya, R.P. et al. Stereochemical assignments of 22-isoxazolinylsteroids using circular dichroism. Chem Nat Compd 44, 612–617 (2008). https://doi.org/10.1007/s10600-008-9136-6
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DOI: https://doi.org/10.1007/s10600-008-9136-6