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Vicinal Diamination of Alkenes under Rh-Catalysis
[Image: see text] The synthesis of 1,2-diamines has been achieved through a single-step, tandem sequence involving Rh-catalyzed aziridination followed by NaI-promoted rearrangement to an isomeric cyclic sulfamide. Facile ring opening of these products in hot water and pyridine affords differentially...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4183635/ https://www.ncbi.nlm.nih.gov/pubmed/25233140 http://dx.doi.org/10.1021/ja506532h |
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author | Olson, David E. Su, Justin Y. Roberts, D. Allen Du Bois, J. |
author_facet | Olson, David E. Su, Justin Y. Roberts, D. Allen Du Bois, J. |
author_sort | Olson, David E. |
collection | PubMed |
description | [Image: see text] The synthesis of 1,2-diamines has been achieved through a single-step, tandem sequence involving Rh-catalyzed aziridination followed by NaI-promoted rearrangement to an isomeric cyclic sulfamide. Facile ring opening of these products in hot water and pyridine affords differentially protected vicinal diamines. Demonstration of the utility of this method for the syntheses of (±)-enduracididine and (±)-allo-enduracididine is highlighted. |
format | Online Article Text |
id | pubmed-4183635 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-41836352015-09-18 Vicinal Diamination of Alkenes under Rh-Catalysis Olson, David E. Su, Justin Y. Roberts, D. Allen Du Bois, J. J Am Chem Soc [Image: see text] The synthesis of 1,2-diamines has been achieved through a single-step, tandem sequence involving Rh-catalyzed aziridination followed by NaI-promoted rearrangement to an isomeric cyclic sulfamide. Facile ring opening of these products in hot water and pyridine affords differentially protected vicinal diamines. Demonstration of the utility of this method for the syntheses of (±)-enduracididine and (±)-allo-enduracididine is highlighted. American Chemical Society 2014-09-18 2014-10-01 /pmc/articles/PMC4183635/ /pubmed/25233140 http://dx.doi.org/10.1021/ja506532h Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) |
spellingShingle | Olson, David E. Su, Justin Y. Roberts, D. Allen Du Bois, J. Vicinal Diamination of Alkenes under Rh-Catalysis |
title | Vicinal
Diamination of Alkenes under Rh-Catalysis |
title_full | Vicinal
Diamination of Alkenes under Rh-Catalysis |
title_fullStr | Vicinal
Diamination of Alkenes under Rh-Catalysis |
title_full_unstemmed | Vicinal
Diamination of Alkenes under Rh-Catalysis |
title_short | Vicinal
Diamination of Alkenes under Rh-Catalysis |
title_sort | vicinal
diamination of alkenes under rh-catalysis |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4183635/ https://www.ncbi.nlm.nih.gov/pubmed/25233140 http://dx.doi.org/10.1021/ja506532h |
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