Allylic oxidation of steroidal olefins by vanadyl acetylacetonate and tert-butyl hydroperoxide.

Abstract:

:Readily available vanadyl acetylacetonate was found to oxidize the allylic sites of Δ(5) steroidal alcohols without protection of hydroxyl groups. Cholesterol, dehydroepiandrosterone, cholesterol benzoate, cholesterol acetate, pregnenolone, and 5-pregnen-3,20-diene were oxidized to 7-keto products using vanadyl acetylacetonate in one pot reactions at room temperature in the presence of oxygen and water.

journal_name

Steroids

journal_title

Steroids

authors

Grainger WS,Parish EJ

doi

10.1016/j.steroids.2015.06.005

subject

Has Abstract

pub_date

2015-09-01 00:00:00

pages

103-9

eissn

0039-128X

issn

1878-5867

pii

S0039-128X(15)00182-8

journal_volume

101

pub_type

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