Preparation of 22,26-epoxycholest-22-ene steroids. Novel transformation of the side chain in sapogenins

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Abstract

The one step conversion of the side chain in sapogenins into the 22,26- epoxycholest-22-ene framework was achieved in yields >85% using BF3·OEt2. The new structures maintain the natural chirality at C20 and C25, as shown by X-ray diffraction analyses.

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Sandoval-Ramírez, J., Castro-Méndez, A., Meza-Reyes, S., Reyes-Vázquez, F., Santillán, R., & Farfán, N. (1999). Preparation of 22,26-epoxycholest-22-ene steroids. Novel transformation of the side chain in sapogenins. Tetrahedron Letters, 40(28), 5143–5146. https://doi.org/10.1016/S0040-4039(99)00884-9

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