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Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via exo-trig Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates
dc.contributor.author | Maslivetc, Vladimir A. | |
dc.contributor.author | Frolova, Liliya V. | |
dc.contributor.author | Rogelj, Snezna | |
dc.contributor.author | Maslivetc, Anna A. | |
dc.contributor.author | Rubina, Marina | |
dc.contributor.author | Rubin, Michael | |
dc.date.accessioned | 2019-11-07T22:08:53Z | |
dc.date.available | 2019-11-07T22:08:53Z | |
dc.date.issued | 2018-10-24 | |
dc.identifier.citation | Maslivetc, V. A., Frolova, L. V., Rogelj, S., Maslivetc, A. A., Rubina, M., & Rubin, M. (2018). Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via exo- trig Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates. The Journal of organic chemistry, 83(22), 13743–13753. doi:10.1021/acs.joc.8b02062 | en_US |
dc.identifier.uri | http://hdl.handle.net/1808/29735 | |
dc.description | This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of Organic Chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://doi.org/10.1021/acs.joc.8b02062. | en_US |
dc.description.abstract | A strain-release-driven, cation-templated nucleophilic 7- and 8-exo-trig-cyclization of tethered Boc-protected amines to cyclopropenes is described. The featured reaction proceeds in diastereo- and regioselective fashion and allows for preparation of the corresponding 2,5-diazabicyclo[5.1.0]octan-6-ones and 2,6-diazabicyclo[6.1.0]nonan-7-ones as sole products in high yields. Preliminary studies on anticancer activities of these novel cyclopropane-fused medium heterocycles were performed. | en_US |
dc.publisher | American Chemical Society | en_US |
dc.rights | Copyright © 2018 American Chemical Society | en_US |
dc.title | Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via exo-trig Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates | en_US |
dc.type | Article | en_US |
kusw.kuauthor | Maslivetc, Vladimir A. | |
kusw.kuauthor | Maslivetc, Anna A. | |
kusw.kuauthor | Rubina, Rubina | |
kusw.kuauthor | Rubin, Michael | |
kusw.kudepartment | Chemistry | en_US |
dc.identifier.doi | 10.1021/acs.joc.8b02062 | en_US |
dc.identifier.orcid | https://orcid.org/0000-0003-1673-6365 | en_US |
dc.identifier.orcid | https://orcid.org/0000-0002-1668-9311 | en_US |
kusw.oaversion | Scholarly/refereed, author accepted manuscript | en_US |
kusw.oapolicy | This item meets KU Open Access policy criteria. | en_US |
dc.identifier.pmid | PMC6667834 | en_US |
dc.rights.accessrights | openAccess | en_US |