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
| Autor: | A. Christy Hunter, Shelley Marie Priest |
|---|---|
| Rok vydání: | 2006 |
| Předmět: |
Pharmacology
Jones oxidation Natural product Molecular Structure Aromatase Inhibitors Cholestenes Chemistry medicine.medical_treatment Organic Chemistry Clinical Biochemistry One-pot synthesis Androstenedione Biochemistry Pregnanediones Steroid chemistry.chemical_compound Endocrinology medicine Organic chemistry Steroids Molecular Biology Ene reaction |
| Zdroj: | Steroids. 71:30-33 |
| ISSN: | 0039-128X |
| DOI: | 10.1016/j.steroids.2005.07.007 |
| Popis: | 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-3beta-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 (1-2h). The simplicity of this reaction gives significant advantages over previously reported methodologies. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect