Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis

Herein, we report the first alkylative kinetic resolution of vicinal alcohols realized by cooperative use of a chiral quaternary ammonium salt and an achiral borinic acid. In addition, a catalytic regioselective alkylation of a secondary alcohol in the presence of an unprotected primary one is prese...

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Autores principales: Pawliczek, Martin, Hashimoto, Takuya, Maruoka, Keiji
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5885781/
https://www.ncbi.nlm.nih.gov/pubmed/29675168
http://dx.doi.org/10.1039/c7sc04854h
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author Pawliczek, Martin
Hashimoto, Takuya
Maruoka, Keiji
author_facet Pawliczek, Martin
Hashimoto, Takuya
Maruoka, Keiji
author_sort Pawliczek, Martin
collection PubMed
description Herein, we report the first alkylative kinetic resolution of vicinal alcohols realized by cooperative use of a chiral quaternary ammonium salt and an achiral borinic acid. In addition, a catalytic regioselective alkylation of a secondary alcohol in the presence of an unprotected primary one is presented, emphasizing the unique selectivity and potential of this ammonium borinate catalysis.
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spelling pubmed-58857812018-04-19 Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis Pawliczek, Martin Hashimoto, Takuya Maruoka, Keiji Chem Sci Chemistry Herein, we report the first alkylative kinetic resolution of vicinal alcohols realized by cooperative use of a chiral quaternary ammonium salt and an achiral borinic acid. In addition, a catalytic regioselective alkylation of a secondary alcohol in the presence of an unprotected primary one is presented, emphasizing the unique selectivity and potential of this ammonium borinate catalysis. Royal Society of Chemistry 2017-12-12 /pmc/articles/PMC5885781/ /pubmed/29675168 http://dx.doi.org/10.1039/c7sc04854h Text en This journal is © The Royal Society of Chemistry 2018 https://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
Pawliczek, Martin
Hashimoto, Takuya
Maruoka, Keiji
Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
title Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
title_full Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
title_fullStr Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
title_full_unstemmed Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
title_short Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
title_sort alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5885781/
https://www.ncbi.nlm.nih.gov/pubmed/29675168
http://dx.doi.org/10.1039/c7sc04854h
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AT hashimototakuya alkylativekineticresolutionofvicinaldiolsunderphasetransferconditionsachiralammoniumborinatecatalysis
AT maruokakeiji alkylativekineticresolutionofvicinaldiolsunderphasetransferconditionsachiralammoniumborinatecatalysis

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