Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species

A broad range of aliphatic, aromatic, and heterocyclic boronic acids were successfully homologated using trifluorodiazoethane in the presence of BINOL derivatives to provide the corresponding chiral trifluoromethyl containing boronic acid derivatives in high yields and excellent enantioselectivity....

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Autores principales: Jayarajan, Ramasamy, Kireilis, Tautvydas, Eriksson, Lars, Szabó, Kálmán J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804810/
https://www.ncbi.nlm.nih.gov/pubmed/35980871
http://dx.doi.org/10.1002/chem.202202059
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author Jayarajan, Ramasamy
Kireilis, Tautvydas
Eriksson, Lars
Szabó, Kálmán J.
author_facet Jayarajan, Ramasamy
Kireilis, Tautvydas
Eriksson, Lars
Szabó, Kálmán J.
author_sort Jayarajan, Ramasamy
collection PubMed
description A broad range of aliphatic, aromatic, and heterocyclic boronic acids were successfully homologated using trifluorodiazoethane in the presence of BINOL derivatives to provide the corresponding chiral trifluoromethyl containing boronic acid derivatives in high yields and excellent enantioselectivity. The in situ conversion of the chiral transient boronic acids to the corresponding alcohols or β‐CF3 carboxylates are also demonstrated.
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spelling pubmed-98048102023-01-06 Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species Jayarajan, Ramasamy Kireilis, Tautvydas Eriksson, Lars Szabó, Kálmán J. Chemistry Research Articles A broad range of aliphatic, aromatic, and heterocyclic boronic acids were successfully homologated using trifluorodiazoethane in the presence of BINOL derivatives to provide the corresponding chiral trifluoromethyl containing boronic acid derivatives in high yields and excellent enantioselectivity. The in situ conversion of the chiral transient boronic acids to the corresponding alcohols or β‐CF3 carboxylates are also demonstrated. John Wiley and Sons Inc. 2022-08-18 2022-10-18 /pmc/articles/PMC9804810/ /pubmed/35980871 http://dx.doi.org/10.1002/chem.202202059 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Jayarajan, Ramasamy
Kireilis, Tautvydas
Eriksson, Lars
Szabó, Kálmán J.
Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species
title Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species
title_full Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species
title_fullStr Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species
title_full_unstemmed Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species
title_short Asymmetric Organocatalytic Homologation: Access to Diverse Chiral Trifluoromethyl Organoboron Species
title_sort asymmetric organocatalytic homologation: access to diverse chiral trifluoromethyl organoboron species
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9804810/
https://www.ncbi.nlm.nih.gov/pubmed/35980871
http://dx.doi.org/10.1002/chem.202202059
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