Steroide und Sexualhormone 255. Mitteilung [1]. Synthetische Versuche in der Limonin-Reihe IV Eine neuartigeWestphalen-Lettré-Umlagerung in der 4,4-Dimethyl-Steroid-Reihe
| Autor: | Hans-Rudolf Schlatter, Walter Graf, Christoph Lüthy |
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| Rok vydání: | 1975 |
| Předmět: |
Limonin
Stereochemistry medicine.medical_treatment Organic Chemistry Biochemistry Hydroxyandrostenes Catalysis Steroid Inorganic Chemistry Sexual hormones chemistry.chemical_compound chemistry Westphalen–Lettré rearrangement Intramolecular force Drug Discovery medicine Physical and Theoretical Chemistry |
| Zdroj: | Helvetica Chimica Acta. 58:1339-1345 |
| ISSN: | 0018-019X |
| DOI: | 10.1002/hlca.19750580512 |
| Popis: | Applying the HgCl2/ClCH2SCH3-reaction 1. to 4,4-dimethyl-Δ5-7-oxo-19-hydroxy-androstene (9) one observes an intramolecular rearrangement of the «Westphalen-Lettre»-type (11). A related rearrangement is observed by treating 3-oxo-4,4-dimethyl-17β-acetoxy-Δ5-androstene (12) with HgCl2/ClCH2SCH3-reagent (13). Reaction of 3β, 17β-diacetoxy-4,4-dimethyl-19-(methoxymethyl)-Δ5-androstene (7) with hydrogenfluoride/urea-reagent gives rise to a similar rearranged product (15). |
| Databáze: | OpenAIRE |
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