Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives

An interesting silver(I)‐catalyzed, one‐pot intramolecular cyclization of epoxide‐propargylic esters is described. A variety of 1,4‐oxazine derivatives were obtained through a novel domino sequence, including three‐membered ring‐opening, 3,3‐sigmatropic rearrangement, 6‐exo‐cycloisomerization and su...

Descripción completa

Detalles Bibliográficos
Autores principales: Li, Peng‐Hua, Yang, Jin‐Ming, Wei, Yin, Shi, Min
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2016
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5288764/
https://www.ncbi.nlm.nih.gov/pubmed/28168146
http://dx.doi.org/10.1002/open.201600123
_version_ 1782504390128566272
author Li, Peng‐Hua
Yang, Jin‐Ming
Wei, Yin
Shi, Min
author_facet Li, Peng‐Hua
Yang, Jin‐Ming
Wei, Yin
Shi, Min
author_sort Li, Peng‐Hua
collection PubMed
description An interesting silver(I)‐catalyzed, one‐pot intramolecular cyclization of epoxide‐propargylic esters is described. A variety of 1,4‐oxazine derivatives were obtained through a novel domino sequence, including three‐membered ring‐opening, 3,3‐sigmatropic rearrangement, 6‐exo‐cycloisomerization and subsequent intramolecular elimination in moderate yields under mild conditions.
format Online
Article
Text
id pubmed-5288764
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-52887642017-02-06 Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives Li, Peng‐Hua Yang, Jin‐Ming Wei, Yin Shi, Min ChemistryOpen Communications An interesting silver(I)‐catalyzed, one‐pot intramolecular cyclization of epoxide‐propargylic esters is described. A variety of 1,4‐oxazine derivatives were obtained through a novel domino sequence, including three‐membered ring‐opening, 3,3‐sigmatropic rearrangement, 6‐exo‐cycloisomerization and subsequent intramolecular elimination in moderate yields under mild conditions. John Wiley and Sons Inc. 2016-12-13 /pmc/articles/PMC5288764/ /pubmed/28168146 http://dx.doi.org/10.1002/open.201600123 Text en © 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution‐NonCommercial‐NoDerivs (http://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Li, Peng‐Hua
Yang, Jin‐Ming
Wei, Yin
Shi, Min
Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives
title Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives
title_full Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives
title_fullStr Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives
title_full_unstemmed Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives
title_short Silver(I)‐Catalyzed Intramolecular Cyclizations of Epoxide‐Propargylic Esters to 1,4‐Oxazine Derivatives
title_sort silver(i)‐catalyzed intramolecular cyclizations of epoxide‐propargylic esters to 1,4‐oxazine derivatives
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5288764/
https://www.ncbi.nlm.nih.gov/pubmed/28168146
http://dx.doi.org/10.1002/open.201600123
work_keys_str_mv AT lipenghua silvericatalyzedintramolecularcyclizationsofepoxidepropargylicestersto14oxazinederivatives
AT yangjinming silvericatalyzedintramolecularcyclizationsofepoxidepropargylicestersto14oxazinederivatives
AT weiyin silvericatalyzedintramolecularcyclizationsofepoxidepropargylicestersto14oxazinederivatives
AT shimin silvericatalyzedintramolecularcyclizationsofepoxidepropargylicestersto14oxazinederivatives

Ejemplares similares