Literature DB >> 19799442

Bismuth(III) triflate-catalyzed direct conversion of corticosteroids into highly functionalized 17-ketosteroids by cleavage of the C17-dihydroxyacetone side chain.

Rui M A Pinto1, Jorge A R Salvador, Christophe Le Roux, José A Paixão.   

Abstract

The use of bismuth(III) triflate as catalyst for the direct conversion of corticosteroids into highly functionalized 17-ketosteroids by cleavage of the C17-dihydroxyacetone side chain is reported. This catalytic process is very chemoselective, since functionalities of the starting corticosteroids, such as Delta(4)-3-keto, Delta(1,4)-3-keto, 11beta-hydroxyl, and 9beta,11beta-epoxide, remained intact.

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Year:  2009        PMID: 19799442     DOI: 10.1021/jo9018478

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Efficient oxidation of oleanolic acid derivatives using magnesium bis(monoperoxyphthalate) hexahydrate (MMPP): A convenient 2-step procedure towards 12-oxo-28-carboxylic acid derivatives.

Authors:  Jorge A R Salvador; Vânia M Moreira; Rui M A Pinto; Ana S Leal; José A Paixão
Journal:  Beilstein J Org Chem       Date:  2012-01-30       Impact factor: 2.883

Review 2.  Bismuth(III) reagents in steroid and terpene chemistry.

Authors:  Jorge A R Salvador; Samuel M Silvestre; Rui M A Pinto
Journal:  Molecules       Date:  2011-04-04       Impact factor: 4.411

  2 in total

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