Synthesis, Structure, and Reactivity of Secosteroids Containing a Medium-Sized Ring. Part 36. Transannular photocyclization of some unsaturated 5,10-secosteroidal ketones: A reevaluation
| Autor: | Hermann Fuhrer, L. Lorenc, Mihailo Lj. Mihailović, Roland Heckendorn, Jaroslav Kalvoda, Vladimir D. Pavlović |
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| Rok vydání: | 1995 |
| Předmět: |
010405 organic chemistry
Stereochemistry Chemistry Organic Chemistry 010402 general chemistry Ring (chemistry) Oxetane 01 natural sciences Biochemistry Catalysis 0104 chemical sciences Inorganic Chemistry Secosteroids chemistry.chemical_compound Intramolecular force Drug Discovery Reactivity (chemistry) Physical and Theoretical Chemistry |
| Zdroj: | Helvetica Chimica Acta. 78:1291-1297 |
| ISSN: | 1522-2675 0018-019X |
| Popis: | The structures 9 and 8 are proposed for the single isolated irradiation product of 5-oxo-5,10-secocholest-1(10)-en-3α-yl acetate (6) [2] and for the minor product of irradiation of 5-oxo-5,10-secocholest-1(10)-en-3β-yl acetate (1) [3], respectively. These compounds are formed in an alternative reaction with respect to the originally observed intramolecular Paterro-Buchi photoprocess (transformation of 1 to oxetane 2). The formerly postulated ‘active’ conformations for 1 and 6 still allow explanation of their generation. |
| Databáze: | OpenAIRE |
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