Bismuth (III) Triflate-Catalyzed Direct Conversion of Corticosteroids into Highly Functionalized 17-Ketosteroids by Cleavage of the C 17-Dihydroxyacetone Side Chain

…, JAR Salvador, C Le Roux, JA Paixao

Index: Pinto, Rui M. A.; Salvador, Jorge A. R.; Le Roux, Christophe; Paixao, Jose A. Journal of Organic Chemistry, 2009 , vol. 74, # 21 p. 8488 - 8491

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Citation Number: 14

Abstract

The use of bismuth (III) triflate as catalyst for the direct conversion of corticosteroids into highly functionalized 17-ketosteroids by cleavage of the C 17-dihydroxyacetone side chain is reported. This catalytic process is very chemoselective, since functionalities of the starting corticosteroids, such as Δ4-3-keto, Δ1, 4-3-keto, 11β-hydroxyl, and 9β, 11β-epoxide, remained intact.

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