Cargando…
Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol
We have developed a simple protocol for the preparation of 1,2-fluorohydrin by asymmetric hydrogenation of fluorinated allylic alcohols using an efficient azabicyclo thiazole-phosphine iridium complex. The iridium-catalyzed asymmetric synthesis of chiral 1,2-fluorohydrin molecules was carried out at...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2020
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8162319/ https://www.ncbi.nlm.nih.gov/pubmed/34094359 http://dx.doi.org/10.1039/d0sc04032k |
_version_ | 1783700685647249408 |
---|---|
author | Ponra, Sudipta Yang, Jianping Wu, Haibo Rabten, Wangchuk Andersson, Pher G. |
author_facet | Ponra, Sudipta Yang, Jianping Wu, Haibo Rabten, Wangchuk Andersson, Pher G. |
author_sort | Ponra, Sudipta |
collection | PubMed |
description | We have developed a simple protocol for the preparation of 1,2-fluorohydrin by asymmetric hydrogenation of fluorinated allylic alcohols using an efficient azabicyclo thiazole-phosphine iridium complex. The iridium-catalyzed asymmetric synthesis of chiral 1,2-fluorohydrin molecules was carried out at ambient temperature with operational simplicity, and scalability. This method was compatible with various aromatic, aliphatic, and heterocyclic fluorinated compounds as well as a variety of polyfluorinated compounds, providing the corresponding products in excellent yields and enantioselectivities. |
format | Online Article Text |
id | pubmed-8162319 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-81623192021-06-04 Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol Ponra, Sudipta Yang, Jianping Wu, Haibo Rabten, Wangchuk Andersson, Pher G. Chem Sci Chemistry We have developed a simple protocol for the preparation of 1,2-fluorohydrin by asymmetric hydrogenation of fluorinated allylic alcohols using an efficient azabicyclo thiazole-phosphine iridium complex. The iridium-catalyzed asymmetric synthesis of chiral 1,2-fluorohydrin molecules was carried out at ambient temperature with operational simplicity, and scalability. This method was compatible with various aromatic, aliphatic, and heterocyclic fluorinated compounds as well as a variety of polyfluorinated compounds, providing the corresponding products in excellent yields and enantioselectivities. The Royal Society of Chemistry 2020-09-25 /pmc/articles/PMC8162319/ /pubmed/34094359 http://dx.doi.org/10.1039/d0sc04032k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Ponra, Sudipta Yang, Jianping Wu, Haibo Rabten, Wangchuk Andersson, Pher G. Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
title | Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
title_full | Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
title_fullStr | Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
title_full_unstemmed | Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
title_short | Asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
title_sort | asymmetric synthesis of 1,2-fluorohydrin: iridium catalyzed hydrogenation of fluorinated allylic alcohol |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8162319/ https://www.ncbi.nlm.nih.gov/pubmed/34094359 http://dx.doi.org/10.1039/d0sc04032k |
work_keys_str_mv | AT ponrasudipta asymmetricsynthesisof12fluorohydriniridiumcatalyzedhydrogenationoffluorinatedallylicalcohol AT yangjianping asymmetricsynthesisof12fluorohydriniridiumcatalyzedhydrogenationoffluorinatedallylicalcohol AT wuhaibo asymmetricsynthesisof12fluorohydriniridiumcatalyzedhydrogenationoffluorinatedallylicalcohol AT rabtenwangchuk asymmetricsynthesisof12fluorohydriniridiumcatalyzedhydrogenationoffluorinatedallylicalcohol AT anderssonpherg asymmetricsynthesisof12fluorohydriniridiumcatalyzedhydrogenationoffluorinatedallylicalcohol |