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

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

Full content URL: https://doi.org/10.1016/j.steroids.2005.07.007

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Item Type:Article
Item Status:Live Archive

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.

Divisions:College of Science > School of Pharmacy
ID Code:45429
Deposited On:13 Jul 2021 13:48

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