| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 2029156 | Steroids | 2015 | 4 Pages |
Abstract
•Sapogenin isomerizations catalyzed by BF3·OEt2 do not occur at C-22 but at C-25.•Sarsasapogenin acetate isomerization with BF3·OEt2 yields smilagenin acetate (not 22-epi-sarsasapogenin acetate).•Diosgenin acetate isomerization with BF3·OEt2 affords yamogenin acetate in a tiny yield.•Yamogenin treated with BF3·OEt2 yields diosgenin (not 22-epi-yamogenin).
A recent report [1] about the epimerization of steroidal sapogenins at C-22 by treatment with BF3·OEt2 is incorrect. We proved that the epimerization of sapogenins with BF3·OEt2 occurs at C-25 as in the case of other acid-catalyzed reactions previously studied.
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Biochemistry
Authors
Izabella Jastrzębska, Jacek W. Morzycki,