{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T12:58:52Z","timestamp":1785416332149,"version":"3.56.0"},"reference-count":34,"publisher":"Beilstein Institut","license":[{"start":{"date-parts":[[2022,11,11]],"date-time":"2022-11-11T00:00:00Z","timestamp":1668124800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2022,11,11]],"date-time":"2022-11-11T00:00:00Z","timestamp":1668124800000},"content-version":"am","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2022,11,11]],"date-time":"2022-11-11T00:00:00Z","timestamp":1668124800000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"funder":[{"DOI":"10.13039\/501100004410","name":"T\u00fcrkiye Bilimsel ve Teknolojik Ara\u015ft\u0131rma Kurumu","doi-asserted-by":"publisher","award":["TUBITAK, Grant No. TBAG-110T208"],"award-info":[{"award-number":["TUBITAK, Grant No. TBAG-110T208"]}],"id":[{"id":"10.13039\/501100004410","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Beilstein J. Org. Chem."],"accepted":{"date-parts":[[2022,11,3]]},"abstract":"<jats:p>\n                    Cyclooctene endoperoxide was used as the key compound for the synthesis of aziridinecyclooctanediol and 3-aminocyclooctanetriol. Reduction of the cyclooctene endoperoxide, prepared by photooxygenation of\n                    <jats:italic>cis,cis<\/jats:italic>\n                    -1,3-cyclooctadiene, with zinc gave a cyclooctenediol and then benzylation of the hydroxy group yielded dibenzylated cyclooctene. Oxidation of the latter compound by OsO\n                    <jats:sub>4<\/jats:sub>\n                    \/NMO followed by mesylation of the hydroxy group provided bis(benzyloxy)cyclooctane-1,2-diyl dimethanesulfonate. Reaction of the bis(benzyloxy)cyclooctane-1,2-diyl dimethanesulfonate with NaN\n                    <jats:sub>3<\/jats:sub>\n                    gave 2-azido-3,8-bis(benzyloxy)cyclooctyl methanesulfonate. Reduction of the azide group and debenzylation to give an amine provided the new 3-aminocyclooctanetriol. Treatment of the 2-azido-3,8-bis(benzyloxy)cyclooctyl methanesulfonate with Zn\/NH\n                    <jats:sub>4<\/jats:sub>\n                    Cl and debenzylation resulted in the target aziridinecyclooctanediol.\n                  <\/jats:p>","DOI":"10.3762\/bjoc.18.163","type":"journal-article","created":{"date-parts":[[2022,11,11]],"date-time":"2022-11-11T04:44:58Z","timestamp":1668141898000},"page":"1539-1543","source":"Crossref","is-referenced-by-count":5,"title":["Efficient synthesis of aziridinecyclooctanediol and 3-aminocyclooctanetriol"],"prefix":"10.3762","volume":"18","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-2828-6154","authenticated-orcid":false,"given":"Emine","family":"Salamci","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/03je5c526","id-type":"ROR","asserted-by":"publisher"},{"id":"https:\/\/www.isni.org\/000000010775759X","id-type":"ISNI","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ayse Kilic","family":"Lafzi","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/03je5c526","id-type":"ROR","asserted-by":"publisher"},{"id":"https:\/\/www.isni.org\/000000010775759X","id-type":"ISNI","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"2086","published-online":{"date-parts":[[2022,11,11]]},"reference":[{"key":"ref1","doi-asserted-by":"publisher","DOI":"10.1021\/cr400553c"},{"key":"ref2","doi-asserted-by":"publisher","DOI":"10.1002\/ange.201705530"},{"key":"ref3","doi-asserted-by":"publisher","DOI":"10.1055\/s-0036-1588809"},{"key":"ref4","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201700410"},{"key":"ref5","doi-asserted-by":"publisher","DOI":"10.1126\/science.1245727"},{"key":"ref6","doi-asserted-by":"publisher","DOI":"10.1021\/ar050038m"},{"key":"ref7","doi-asserted-by":"publisher","DOI":"10.1021\/ja028253a"},{"key":"ref8","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2009.11.089"},{"key":"ref9","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2014.09.071"},{"key":"ref10","doi-asserted-by":"publisher","DOI":"10.1038\/ja.2009.76"},{"key":"ref11","doi-asserted-by":"publisher","DOI":"10.1002\/cctc.200900151"},{"key":"ref12","doi-asserted-by":"publisher","DOI":"10.1021\/jm100198t"},{"key":"ref13","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2020.151728"},{"key":"ref14","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.200800238"},{"key":"ref15","doi-asserted-by":"publisher","DOI":"10.24820\/ark.5550190.p010.450"},{"key":"ref16","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201001171"},{"key":"ref17","doi-asserted-by":"publisher","DOI":"10.24820\/ark.5550190.p011.090"},{"key":"ref18","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2010.04.052"},{"key":"ref19","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2014.08.060"},{"key":"ref20","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2017.11.014"},{"key":"ref21","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2017.07.040"},{"key":"ref22","doi-asserted-by":"publisher","DOI":"10.1039\/d0nj02697b"},{"key":"ref23","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.17.59"},{"key":"ref24","doi-asserted-by":"publisher","DOI":"10.3762\/bjoc.18.7"},{"key":"ref25","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2011.03.141"},{"key":"ref26","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2004.08.172"},{"key":"ref27","doi-asserted-by":"publisher","DOI":"10.1186\/1860-5397-1-12"},{"key":"ref28","doi-asserted-by":"publisher","DOI":"10.1016\/s0040-4039(97)01227-6"},{"key":"ref29","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2005.05.066"},{"key":"ref30","doi-asserted-by":"publisher","DOI":"10.1016\/s0008-6215(03)00256-8"},{"key":"ref31","doi-asserted-by":"publisher","DOI":"10.1021\/jo962092+"},{"key":"ref32","doi-asserted-by":"publisher","DOI":"10.1080\/00397919708003375"},{"key":"ref33","doi-asserted-by":"publisher","DOI":"10.1055\/s-1993-22550"},{"key":"ref34","doi-asserted-by":"publisher","DOI":"10.1081\/scc-120014032"}],"container-title":["Beilstein Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/18\/163","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/content\/pdf\/1860-5397-18-163.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/18\/163","content-type":"text\/html","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2022,11,11]],"date-time":"2022-11-11T04:45:00Z","timestamp":1668141900000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/18\/163"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2022,11,11]]},"references-count":34,"URL":"https:\/\/doi.org\/10.3762\/bjoc.18.163","archive":["Portico"],"relation":{},"ISSN":["1860-5397"],"issn-type":[{"value":"1860-5397","type":"electronic"}],"subject":[],"published":{"date-parts":[[2022,11,11]]}}}