An efficient one-pot synthesis generating 4-ene-3,6-dione functionalised steroids from steroidal 5-en-3 beta-ols using a modified Jones oxidation methodology

Hunter, A.C. and Priest, S.M. (2006) An efficient one-pot synthesis generating 4-ene-3,6-dione functionalised steroids from steroidal 5-en-3 beta-ols using a modified Jones oxidation methodology Steroids, 71 (1). pp. 30-33. ISSN 0039-128X

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Abstract

Steroids with 4-ene-3,6-dione functionality have application in natural product chemistry, as synthetic intermediates and as aromatase inhibitors. Here, we report a two-phase oxidation of a range of steroidal 5-en-3β-ols into corresponding 4-ene-3,6-diones using a modified Jones oxidation. The new reaction affords high yields (77–89%) of product in relatively short reaction times (1–2 h). The simplicity of this reaction gives significant advantages over previously reported methodologies.

Item Type: Journal article
Uncontrolled Keywords: 4-Ene-3,6-dione; Jones oxidation; One-pot synthesis; Aromatase inhibitor
Subjects: C000 Biological and Biomedical Sciences
DOI (a stable link to the resource): 10.1016/j.steroids.2005.07.007
Faculties: Faculty of Science and Engineering > School of Pharmacy and Biomolecular Sciences
Depositing User: editor spbs
Date Deposited: 08 Nov 2007
Last Modified: 23 Apr 2014 12:12
URI: http://eprints.brighton.ac.uk/id/eprint/2573

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