A CONVENIENT ACCESS TO 16-METHYLENE AND 16β-METHYL CORTICOSTEROIDS BY A NOVEL TRANSFORMATION OF GEMINAL BIS(PHENYLSULPHINYL) INTERMEDIATES

DOI: 10.1016/S0040-4039(00)61232-7

Source and publish data:

Tetrahedron Letters p. 4913 - 4916 (1992)

Update date:2022-07-30

Topics: Experimental Methylene Transformation Convenient access

Authors:

Boivin, Jean

Chauvet, Christine

Zard, Samir Z.

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Article abstract of DOI:10.1016/S0040-4039(00)61232-7

16α-Bis(phenylsulphinyl) methyl pregnane derivative 7 gives, by a series of eliminations and rearrangements, the corresponding 16-methylene intermediate 4 on heating in the presence of triphenylphosphine.Regio- and stereoselective hydrogenation of the latter using Wilkinson's catalyst furnishes 16β-methyl corticosteroid 5.

Full text of DOI:10.1016/S0040-4039(00)61232-7

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