Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine

A series of chiral triazolium salts have been synthesized from methyl l-phenylalaninate hydrochloride. The NHCs derived from this class of novel triazolium salts were found to be highly efficient catalysts in the annulation reaction of enals and 2-naphthols. These reactions proceeded with high chemo...

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Detalles Bibliográficos
Autores principales: Li, Guo-Tai, Gu, Qing, You, Shu-Li
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5707468/
https://www.ncbi.nlm.nih.gov/pubmed/29218195
http://dx.doi.org/10.1039/c5sc00731c
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author Li, Guo-Tai
Gu, Qing
You, Shu-Li
author_facet Li, Guo-Tai
Gu, Qing
You, Shu-Li
author_sort Li, Guo-Tai
collection PubMed
description A series of chiral triazolium salts have been synthesized from methyl l-phenylalaninate hydrochloride. The NHCs derived from this class of novel triazolium salts were found to be highly efficient catalysts in the annulation reaction of enals and 2-naphthols. These reactions proceeded with high chemoselectivity and wide substrate scope affording enantioenriched β-arylsplitomicins in good yields with up to 96% ee.
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spelling pubmed-57074682017-12-07 Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine Li, Guo-Tai Gu, Qing You, Shu-Li Chem Sci Chemistry A series of chiral triazolium salts have been synthesized from methyl l-phenylalaninate hydrochloride. The NHCs derived from this class of novel triazolium salts were found to be highly efficient catalysts in the annulation reaction of enals and 2-naphthols. These reactions proceeded with high chemoselectivity and wide substrate scope affording enantioenriched β-arylsplitomicins in good yields with up to 96% ee. Royal Society of Chemistry 2015-07-01 2015-04-30 /pmc/articles/PMC5707468/ /pubmed/29218195 http://dx.doi.org/10.1039/c5sc00731c Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Li, Guo-Tai
Gu, Qing
You, Shu-Li
Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine
title Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine
title_full Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine
title_fullStr Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine
title_full_unstemmed Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine
title_short Enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine
title_sort enantioselective annulation of enals with 2-naphthols by triazolium salts derived from l-phenylalanine
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5707468/
https://www.ncbi.nlm.nih.gov/pubmed/29218195
http://dx.doi.org/10.1039/c5sc00731c
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AT guqing enantioselectiveannulationofenalswith2naphtholsbytriazoliumsaltsderivedfromlphenylalanine
AT youshuli enantioselectiveannulationofenalswith2naphtholsbytriazoliumsaltsderivedfromlphenylalanine

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