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Synthesis, structure, and reactivity of secosteroids containing a medium‐sized ring. Part 32. Conformations and photochemical reactivity of some unsaturated 5,10‐secosteroidal ketones

Authorized Users Only
1991
Authors
Lorenc, Ljubinka B.
Pavlović, Vladimir D.
Mihailovíć, Mihailo Lj.
Kalvoda, Jaroslav
Führer, Hermann
Article (Published version)
Metadata
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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.
Keywords:
UV irradiation / intramolecular photoprocesses / steroids / (E/Z)‐isomerization / Pateino‐Büchi reaction / transannular cyclization
Source:
Helvetica Chimica Acta, 1991, 74, 7, 1459-1463
Publisher:
  • Wiley - VCH Verlag GmbH & Co

DOI: 10.1002/hlca.19910740709

ISSN: 0018-019X; 1522-2675

Scopus: 2-s2.0-84987589527
[ Google Scholar ]
5
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4393
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - 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 . .

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