Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups

To develop new efficient stereoselective catalysts for Biginelli-like reactions, a chiral phosphoric acid bearing two hydroxy groups derived from ʟ-tartaric acid was successfully synthesized via highly regioselective transformations of enantiopure 1,1,4,4-tetraphenylbutanetetraol. The obtained catal...

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Autores principales: Hu, Xiaoyun, Guo, Jianxin, Wang, Cui, Zhang, Rui, Borovkov, Victor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7404148/
https://www.ncbi.nlm.nih.gov/pubmed/32802205
http://dx.doi.org/10.3762/bjoc.16.155
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author Hu, Xiaoyun
Guo, Jianxin
Wang, Cui
Zhang, Rui
Borovkov, Victor
author_facet Hu, Xiaoyun
Guo, Jianxin
Wang, Cui
Zhang, Rui
Borovkov, Victor
author_sort Hu, Xiaoyun
collection PubMed
description To develop new efficient stereoselective catalysts for Biginelli-like reactions, a chiral phosphoric acid bearing two hydroxy groups derived from ʟ-tartaric acid was successfully synthesized via highly regioselective transformations of enantiopure 1,1,4,4-tetraphenylbutanetetraol. The obtained catalyst effectively catalyzed Biginelli-like reactions with moderate to good enantioselectivities. Control experiments indicated that the presence of the two hydroxy groups were indispensable for achieving a high enantioselectivity.
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spelling pubmed-74041482020-08-13 Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups Hu, Xiaoyun Guo, Jianxin Wang, Cui Zhang, Rui Borovkov, Victor Beilstein J Org Chem Full Research Paper To develop new efficient stereoselective catalysts for Biginelli-like reactions, a chiral phosphoric acid bearing two hydroxy groups derived from ʟ-tartaric acid was successfully synthesized via highly regioselective transformations of enantiopure 1,1,4,4-tetraphenylbutanetetraol. The obtained catalyst effectively catalyzed Biginelli-like reactions with moderate to good enantioselectivities. Control experiments indicated that the presence of the two hydroxy groups were indispensable for achieving a high enantioselectivity. Beilstein-Institut 2020-07-31 /pmc/articles/PMC7404148/ /pubmed/32802205 http://dx.doi.org/10.3762/bjoc.16.155 Text en Copyright © 2020, Hu et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Hu, Xiaoyun
Guo, Jianxin
Wang, Cui
Zhang, Rui
Borovkov, Victor
Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups
title Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups
title_full Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups
title_fullStr Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups
title_full_unstemmed Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups
title_short Stereoselective Biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups
title_sort stereoselective biginelli-like reaction catalyzed by a chiral phosphoric acid bearing two hydroxy groups
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7404148/
https://www.ncbi.nlm.nih.gov/pubmed/32802205
http://dx.doi.org/10.3762/bjoc.16.155
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