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Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes

An unprecedented highly diastereoselective and enantioselective aldol reaction of α-alkyl azlactones and aliphatic aldehydes was achieved with cinchona alkaloid catalysts. To our knowledge, this reaction provides the first useful catalytic asymmetric access toward β-hydroxy-α-amino acids bearing alk...

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Detalles Bibliográficos
Autores principales: Zheng, Yang, Deng, Li
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4762611/
https://www.ncbi.nlm.nih.gov/pubmed/26918108
http://dx.doi.org/10.1039/c5sc02116b
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author Zheng, Yang
Deng, Li
author_facet Zheng, Yang
Deng, Li
author_sort Zheng, Yang
collection PubMed
description An unprecedented highly diastereoselective and enantioselective aldol reaction of α-alkyl azlactones and aliphatic aldehydes was achieved with cinchona alkaloid catalysts. To our knowledge, this reaction provides the first useful catalytic asymmetric access toward β-hydroxy-α-amino acids bearing alkyl substituents, which are structural motifs embedded in many natural products.
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spelling pubmed-47626112016-11-01 Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes Zheng, Yang Deng, Li Chem Sci Chemistry An unprecedented highly diastereoselective and enantioselective aldol reaction of α-alkyl azlactones and aliphatic aldehydes was achieved with cinchona alkaloid catalysts. To our knowledge, this reaction provides the first useful catalytic asymmetric access toward β-hydroxy-α-amino acids bearing alkyl substituents, which are structural motifs embedded in many natural products. Royal Society of Chemistry 2015-11-01 2015-08-04 /pmc/articles/PMC4762611/ /pubmed/26918108 http://dx.doi.org/10.1039/c5sc02116b 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
Zheng, Yang
Deng, Li
Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes
title Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes
title_full Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes
title_fullStr Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes
title_full_unstemmed Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes
title_short Catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes
title_sort catalytic asymmetric direct aldol reaction of α-alkyl azlactones and aliphatic aldehydes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4762611/
https://www.ncbi.nlm.nih.gov/pubmed/26918108
http://dx.doi.org/10.1039/c5sc02116b
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AT dengli catalyticasymmetricdirectaldolreactionofaalkylazlactonesandaliphaticaldehydes