Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones

[Image: see text] Rhodacyclopentanones derived from carbonylative C–C activation of cyclopropyl ureas can be “captured” by pendant nucleophiles prior to “collapse” to 1,3-diazepanes. The choice of N-substituent on the cyclopropane unit controls the oxidation level of the product, such that C4–C5 uns...

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Autores principales: McCreanor, Niall G., Stanton, Steven, Bower, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5025829/
https://www.ncbi.nlm.nih.gov/pubmed/27589060
http://dx.doi.org/10.1021/jacs.6b07046
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author McCreanor, Niall G.
Stanton, Steven
Bower, John F.
author_facet McCreanor, Niall G.
Stanton, Steven
Bower, John F.
author_sort McCreanor, Niall G.
collection PubMed
description [Image: see text] Rhodacyclopentanones derived from carbonylative C–C activation of cyclopropyl ureas can be “captured” by pendant nucleophiles prior to “collapse” to 1,3-diazepanes. The choice of N-substituent on the cyclopropane unit controls the oxidation level of the product, such that C4–C5 unsaturated or saturated systems can be accessed selectively.
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spelling pubmed-50258292016-09-19 Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones McCreanor, Niall G. Stanton, Steven Bower, John F. J Am Chem Soc [Image: see text] Rhodacyclopentanones derived from carbonylative C–C activation of cyclopropyl ureas can be “captured” by pendant nucleophiles prior to “collapse” to 1,3-diazepanes. The choice of N-substituent on the cyclopropane unit controls the oxidation level of the product, such that C4–C5 unsaturated or saturated systems can be accessed selectively. American Chemical Society 2016-09-02 2016-09-14 /pmc/articles/PMC5025829/ /pubmed/27589060 http://dx.doi.org/10.1021/jacs.6b07046 Text en Copyright © 2016 American Chemical Society This is an open access article published under a Creative Commons Attribution (CC-BY) License (http://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle McCreanor, Niall G.
Stanton, Steven
Bower, John F.
Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones
title Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones
title_full Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones
title_fullStr Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones
title_full_unstemmed Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones
title_short Capture–Collapse Heterocyclization: 1,3-Diazepanes by C–N Reductive Elimination from Rhodacyclopentanones
title_sort capture–collapse heterocyclization: 1,3-diazepanes by c–n reductive elimination from rhodacyclopentanones
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5025829/
https://www.ncbi.nlm.nih.gov/pubmed/27589060
http://dx.doi.org/10.1021/jacs.6b07046
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