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Catalytic rearrangement ofα-D-glucose 1,2-orthoacetate derivatives of pregnenolone and 16-dehydropregnenolone

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Abstract

The rearrangement of pregnenolone and 16-dehydropregnenolone α-D-glucose orthoacetates in the presence of mercuric bromide is, because of the high specific selectivity and satisfactory yields of the desired β-D-glucosides, the most effective method of glycosylating the steroids mentioned.

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Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 191–196, March–April, 1984.

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Samoshina, N.F., Denisenko, V.A., Novikov, V.L. et al. Catalytic rearrangement ofα-D-glucose 1,2-orthoacetate derivatives of pregnenolone and 16-dehydropregnenolone. Chem Nat Compd 20, 177–182 (1984). https://doi.org/10.1007/BF00579479

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  • DOI: https://doi.org/10.1007/BF00579479

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