Synthesis, Structure, and Reactivity of Secosteroids Containing a Medium-Size Ring. Part 35. Photooxidations of some (Z)- and (E)-1(10)-unsaturated 5,10-secosteroids in acetone solution
| Autor: | Ljubinka Lorenc, Natalija M. Krstić, Vladimir D. Pavlović, Mihailo Lj. Mihailović |
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| Rok vydání: | 1993 |
| Předmět: |
chemistry.chemical_classification
Double bond 010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Diol 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Medicinal chemistry Catalysis 0104 chemical sciences 3. Good health Inorganic Chemistry chemistry.chemical_compound Secosteroids Stereospecificity Drug Discovery Acetone Reactivity (chemistry) Physical and Theoretical Chemistry Aliphatic compound |
| Zdroj: | Helvetica Chimica Acta. 76:2254-2262 |
| ISSN: | 1522-2675 0018-019X |
| DOI: | 10.1002/hlca.19930760610 |
| Popis: | UV Irradiation of (Z)- and (E)-1(10)-unsaturated 5,10-secosteroids 1–4 in acetone solution effected, besides (Z/E)-isomerization, (i) a stereospecific epoxidation (only in the presence of O2), which, depending on the configuration ((Z) or (E)) in the starting steroid, gave cis-epoxides 5 and 8 (from the (Z)-compounds 1 and 3) or trans-epoxides 6,9, and 10 (from the (E)-compounds 2 and 4), and (ii) oxidative acetone addition to the olefinic double bond producing 1-acetonyl derivatives 7 and 11a, b. |
| Databáze: | OpenAIRE |
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