Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters

A fluorous cinchona alkaloid ester has been developed as a chiral promoter for the asymmetric fluorination of β-ketoesters. It has comparable reactivity and selectivity to the nonfluorous versions of cinchona alkaloids and can be easily recovered from the reaction mixture by simple fluorous solid-ph...

Descripción completa

Detalles Bibliográficos
Autores principales: Yi, Wen-Bin, Huang, Xin, Zhang, Zijuan, Zhu, Dian-Rong, Cai, Chun, Zhang, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458743/
https://www.ncbi.nlm.nih.gov/pubmed/23019453
http://dx.doi.org/10.3762/bjoc.8.138
_version_ 1782244692721664000
author Yi, Wen-Bin
Huang, Xin
Zhang, Zijuan
Zhu, Dian-Rong
Cai, Chun
Zhang, Wei
author_facet Yi, Wen-Bin
Huang, Xin
Zhang, Zijuan
Zhu, Dian-Rong
Cai, Chun
Zhang, Wei
author_sort Yi, Wen-Bin
collection PubMed
description A fluorous cinchona alkaloid ester has been developed as a chiral promoter for the asymmetric fluorination of β-ketoesters. It has comparable reactivity and selectivity to the nonfluorous versions of cinchona alkaloids and can be easily recovered from the reaction mixture by simple fluorous solid-phase extraction (F-SPE) and used for the next round of reaction without further purification.
format Online
Article
Text
id pubmed-3458743
institution National Center for Biotechnology Information
language English
publishDate 2012
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-34587432012-09-27 Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters Yi, Wen-Bin Huang, Xin Zhang, Zijuan Zhu, Dian-Rong Cai, Chun Zhang, Wei Beilstein J Org Chem Full Research Paper A fluorous cinchona alkaloid ester has been developed as a chiral promoter for the asymmetric fluorination of β-ketoesters. It has comparable reactivity and selectivity to the nonfluorous versions of cinchona alkaloids and can be easily recovered from the reaction mixture by simple fluorous solid-phase extraction (F-SPE) and used for the next round of reaction without further purification. Beilstein-Institut 2012-08-03 /pmc/articles/PMC3458743/ /pubmed/23019453 http://dx.doi.org/10.3762/bjoc.8.138 Text en Copyright © 2012, Yi et al. https://creativecommons.org/licenses/by/2.0https://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/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. 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
Yi, Wen-Bin
Huang, Xin
Zhang, Zijuan
Zhu, Dian-Rong
Cai, Chun
Zhang, Wei
Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
title Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
title_full Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
title_fullStr Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
title_full_unstemmed Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
title_short Recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
title_sort recyclable fluorous cinchona alkaloid ester as a chiral promoter for asymmetric fluorination of β-ketoesters
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3458743/
https://www.ncbi.nlm.nih.gov/pubmed/23019453
http://dx.doi.org/10.3762/bjoc.8.138
work_keys_str_mv AT yiwenbin recyclablefluorouscinchonaalkaloidesterasachiralpromoterforasymmetricfluorinationofbketoesters
AT huangxin recyclablefluorouscinchonaalkaloidesterasachiralpromoterforasymmetricfluorinationofbketoesters
AT zhangzijuan recyclablefluorouscinchonaalkaloidesterasachiralpromoterforasymmetricfluorinationofbketoesters
AT zhudianrong recyclablefluorouscinchonaalkaloidesterasachiralpromoterforasymmetricfluorinationofbketoesters
AT caichun recyclablefluorouscinchonaalkaloidesterasachiralpromoterforasymmetricfluorinationofbketoesters
AT zhangwei recyclablefluorouscinchonaalkaloidesterasachiralpromoterforasymmetricfluorinationofbketoesters

Ejemplares similares