{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,21]],"date-time":"2026-10-21T13:40:52Z","timestamp":1792590052288,"version":"4.5.0"},"reference-count":0,"publisher":"The Scientific and Technological Research Council of Turkey (TUBITAK-ULAKBIM) - DIGITAL COMMONS JOURNALS","issue":"4","license":[{"start":{"date-parts":[[2024,8,20]],"date-time":"2024-08-20T00:00:00Z","timestamp":1724112000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Turkish Journal of Chemistry"],"abstract":"<jats:p>Two 3-(p-substituted phenyl)-3a,8a-dihydro-4H-cyclohepta[d]isoxazoles were synthesized by 1,3-dipolar cycloaddition of the corresponding nitrile oxides with cycloheptatriene. Two endoperoxides were synthesized as facially selective and single products in high yields (93-95%) from the reactions of isoxazole derivatives with singlet oxygen. The exact configurations of the endoperoxide with a methyl group in the phenyl ring and the diol synthesized from it were confirmed by X-ray analysis. To elucidate the mechanism, the formation energy of the endoperoxide was investigated by simulations using the software package Gaussian 09 and density functional theory calculations via the M06-2X\/6-311+G(d,p) level method in dichloromethane. The results were consistent with experimental findings showing the formation of isoxazole products.<\/jats:p>","DOI":"10.55730\/1300-0527.3688","type":"journal-article","created":{"date-parts":[[2024,8,23]],"date-time":"2024-08-23T23:24:56Z","timestamp":1724455496000},"page":"691-700","source":"Crossref","is-referenced-by-count":0,"title":["Synthesis and photooxygenation of 3-(p-substituted phenyl)-3a,8a-dihydro-4H-cyclohepta[d]isoxazoles: Facial selectivity"],"prefix":"10.55730","volume":"48","author":[{"given":"MAH\u0130RE EMEL","family":"OLGUN","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"ABDULLAH","family":"MENZEK","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"ERTAN","family":"\u015eAH\u0130N","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"YAS\u0130N","family":"\u00c7ET\u0130NKAYA","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"34691","published-online":{"date-parts":[[2024,8,20]]},"container-title":["Turkish Journal of Chemistry"],"original-title":[],"language":"en","deposited":{"date-parts":[[2026,10,21]],"date-time":"2026-10-21T12:55:03Z","timestamp":1792587303000},"score":1,"resource":{"primary":{"URL":"https:\/\/journals.tubitak.gov.tr\/chem\/vol48\/iss4\/13"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2024,8,20]]},"references-count":0,"journal-issue":{"issue":"4","published-online":{"date-parts":[[2024,8,20]]}},"URL":"https:\/\/doi.org\/10.55730\/1300-0527.3688","relation":{},"ISSN":["1300-0527"],"issn-type":[{"value":"1300-0527","type":"electronic"}],"subject":[],"published":{"date-parts":[[2024,8,20]]}}}