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Stereoselective transformation of cyclodecene-1,4-dione systems, derived from steroids, to the corresponding spiro-g-lactones. A semiempirical MO Study
dc.creator | Lorenc, Ljubinka B. | |
dc.creator | Pavlović, Vladimir | |
dc.creator | Juranić, Ivan | |
dc.creator | Mihailović, Milhailo Lj. | |
dc.creator | Bondarenko-Gheorghiu, Lidija G. | |
dc.creator | Krstić, Natalija | |
dc.creator | Dabović, Milan | |
dc.date.accessioned | 2021-03-29T11:47:55Z | |
dc.date.available | 2021-03-29T11:47:55Z | |
dc.date.issued | 1999 | |
dc.identifier.issn | 1420-3049 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/4401 | |
dc.description.abstract | The thermal and acid-catalyzed intramolecular rearrangement of the (Z)- and (E)-cyclodecene-1,4-dione compounds deriving from steroids, 2a,b and 3a,b, respectively, proceeds stereoselectively to give the corresponding configurationally different spiro-γ-lactone derivatives, the (5R,9R)-isomers 4a,b (from the (Z)-cyclodecenediones 2a,b) and the (5R,9S)-isomers 5a,b (from the (E)-cyclodecenediones 3a,b). The semiempirical MNDOAM1 and PM3 molecular orbital methods were applied to elucidate the possible mechanistic pathway of the observed intramolecular process leading to the spiro-γ-lactone structures. | sr |
dc.language.iso | en | sr |
dc.publisher | MDPI | sr |
dc.rights | openAccess | sr |
dc.rights.uri | https://creativecommons.org/licenses/by/4.0/ | |
dc.source | Molecules | sr |
dc.subject | Acid catalysis | sr |
dc.subject | AM1 | sr |
dc.subject | Molecular rearrangement | sr |
dc.subject | PM3 | sr |
dc.subject | seco-Steroids | sr |
dc.title | Stereoselective transformation of cyclodecene-1,4-dione systems, derived from steroids, to the corresponding spiro-g-lactones. A semiempirical MO Study | sr |
dc.type | article | sr |
dc.rights.license | BY | sr |
dcterms.abstract | Јуранић, Иван; Павловић, Владимир; Дабовић, Милан; Крстић, Наталија; Михаиловић, Михаило Љ.; Бондаренко-Гхеоргхиу, Лидија Г.; Лоренц, Љубинка Б.; | |
dc.citation.volume | 4 | |
dc.citation.issue | 10 | |
dc.citation.spage | 272 | |
dc.citation.epage | 278 | |
dc.identifier.doi | 10.3390/41000272 | |
dc.identifier.fulltext | https://cer.ihtm.bg.ac.rs/bitstream/id/19684/molecules-04-00272.pdf | |
dc.identifier.scopus | 2-s2.0-4344676754 | |
dc.identifier.wos | 000083092100002 | |
dc.type.version | publishedVersion | sr |