Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones
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1991
Authors
Lorenc, Ljubinka B.Pavlović, Vladimir D.
Mihailovíć, Mihailo Lj.
Kalvoda, Jaroslav
Führer, Hermann
Article (Published version)
Metadata
Show full item recordAbstract
UV irradiation of the unsaturated (E)‐5,10‐secosteroidal ketones 1 and 6 results, in addition to (E/Z)‐isomerization, in an intramolecular Pateino‐Büchi reaction and, in the case of 1, in transannular cyclization (along with AcOH elimination). The stereochemistry of the observed intramolecular photoprocesses can be explained in terms of ground‐state conformations of the (E)‐seco‐ketones 1 and 6 in solution.
Keywords:
UV irradiation / intramolecular photoprocesses / steroids / (E/Z)‐isomerization / Pateino‐Büchi reaction / transannular cyclizationSource:
Helvetica Chimica Acta, 1991, 74, 7, 1459-1463Publisher:
- Wiley - VCH Verlag GmbH & Co
DOI: 10.1002/hlca.19910740709
ISSN: 0018-019X; 1522-2675
Scopus: 2-s2.0-84987589527
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IHTMTY - JOUR AU - Lorenc, Ljubinka B. AU - Pavlović, Vladimir D. AU - Mihailovíć, Mihailo Lj. AU - Kalvoda, Jaroslav AU - Führer, Hermann PY - 1991 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4393 AB - UV irradiation of the unsaturated (E)‐5,10‐secosteroidal ketones 1 and 6 results, in addition to (E/Z)‐isomerization, in an intramolecular Pateino‐Büchi reaction and, in the case of 1, in transannular cyclization (along with AcOH elimination). The stereochemistry of the observed intramolecular photoprocesses can be explained in terms of ground‐state conformations of the (E)‐seco‐ketones 1 and 6 in solution. PB - Wiley - VCH Verlag GmbH & Co T2 - Helvetica Chimica Acta T1 - Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones VL - 74 IS - 7 SP - 1459 EP - 1463 DO - 10.1002/hlca.19910740709 ER -
@article{ author = "Lorenc, Ljubinka B. and Pavlović, Vladimir D. and Mihailovíć, Mihailo Lj. and Kalvoda, Jaroslav and Führer, Hermann", year = "1991", abstract = "UV irradiation of the unsaturated (E)‐5,10‐secosteroidal ketones 1 and 6 results, in addition to (E/Z)‐isomerization, in an intramolecular Pateino‐Büchi reaction and, in the case of 1, in transannular cyclization (along with AcOH elimination). The stereochemistry of the observed intramolecular photoprocesses can be explained in terms of ground‐state conformations of the (E)‐seco‐ketones 1 and 6 in solution.", publisher = "Wiley - VCH Verlag GmbH & Co", journal = "Helvetica Chimica Acta", title = "Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones", volume = "74", number = "7", pages = "1459-1463", doi = "10.1002/hlca.19910740709" }
Lorenc, L. B., Pavlović, V. D., Mihailovíć, Mihailo Lj., Kalvoda, J.,& Führer, H.. (1991). Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones. in Helvetica Chimica Acta Wiley - VCH Verlag GmbH & Co., 74(7), 1459-1463. https://doi.org/10.1002/hlca.19910740709
Lorenc LB, Pavlović VD, Mihailovíć, Mihailo Lj., Kalvoda J, Führer H. Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones. in Helvetica Chimica Acta. 1991;74(7):1459-1463. doi:10.1002/hlca.19910740709 .
Lorenc, Ljubinka B., Pavlović, Vladimir D., Mihailovíć, Mihailo Lj., Kalvoda, Jaroslav, Führer, Hermann, "Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones" in Helvetica Chimica Acta, 74, no. 7 (1991):1459-1463, https://doi.org/10.1002/hlca.19910740709 . .