Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates
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-...
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American Chemical Society
2018
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ir-20.500.12258-34452020-07-29T14:02:44Z Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates Rubin, M. A. Рубин, М. А. Metal-Templated Assembly Nucleophilic Cyclization Tethered Carbamates 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 2018-11-20T09:49:04Z 2018-11-20T09:49:04Z 2018 Статья Maslivetc, V.A., Frolova, L.V., Rogelj, S., Maslivetc, A.A., Rubina, M., Rubin, M. Metal-Templated Assembly of Cyclopropane-Fused Diazepanones and Diazecanones via exo- trig Nucleophilic Cyclization of Cyclopropenes with Tethered Carbamates // Journal of Organic Chemistry. - 2018. - статья в печати https://www.scopus.com/record/display.uri?eid=2-s2.0-85056148282&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=north+caucasus+federal+university&sid=6bb4e38e48c5091ac82975132bd42355&sot=afnl&sdt=sisr&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&ref=%28Metal-Templated+Assembly+of+Cyclopropane-Fused+Diazepanones+and+Diazecanones+via+exo-+trig+Nucleophilic+Cyclization+of+Cyclopropenes+with+Tethered+Carbamates%29&relpos=0&citeCnt=0&searchTerm= http://hdl.handle.net/20.500.12258/3445 en Journal of Organic Chemistry application/pdf application/pdf American Chemical Society |
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topic |
Metal-Templated Assembly Nucleophilic Cyclization Tethered Carbamates |
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Metal-Templated Assembly Nucleophilic Cyclization Tethered Carbamates Rubin, M. A. Рубин, М. А. Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates |
description |
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 |
format |
Статья |
author |
Rubin, M. A. Рубин, М. А. |
author_facet |
Rubin, M. A. Рубин, М. А. |
author_sort |
Rubin, M. A. |
title |
Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates |
title_short |
Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates |
title_full |
Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates |
title_fullStr |
Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates |
title_full_unstemmed |
Metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates |
title_sort |
metal-templated assembly of cyclopropane-fused diazepanones and diazecanones via exo- trig nucleophilic cyclization of cyclopropenes with tethered carbamates |
publisher |
American Chemical Society |
publishDate |
2018 |
url |
https://www.scopus.com/record/display.uri?eid=2-s2.0-85056148282&origin=resultslist&sort=plf-f&src=s&nlo=1&nlr=20&nls=afprfnm-t&affilName=north+caucasus+federal+university&sid=6bb4e38e48c5091ac82975132bd42355&sot=afnl&sdt=sisr&sl=53&s=%28AF-ID%28%22North+Caucasus+Federal+University%22+60070541%29%29&ref=%28Metal-Templated+Assembly+of+Cyclopropane-Fused+Diazepanones+and+Diazecanones+via+exo-+trig+Nucleophilic+Cyclization+of+Cyclopropenes+with+Tethered+Carbamates%29&relpos=0&citeCnt=0&searchTerm= https://dspace.ncfu.ru/handle/20.500.12258/3445 |
work_keys_str_mv |
AT rubinma metaltemplatedassemblyofcyclopropanefuseddiazepanonesanddiazecanonesviaexotrignucleophiliccyclizationofcyclopropeneswithtetheredcarbamates AT rubinma metaltemplatedassemblyofcyclopropanefuseddiazepanonesanddiazecanonesviaexotrignucleophiliccyclizationofcyclopropeneswithtetheredcarbamates |
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1760601214385389568 |