Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex

A Ni(ii)–bis(oxazoline) complex and p-TSOH are used to form enantioenriched 4H-chromenes from ortho-quinone methides (o-QMs) and dicarbonyls, providing the desired products in up to 95% ee. The method is compatible with various β-ketoester substrates, and the products obtained could be converted int...

Descripción completa

Detalles Bibliográficos
Autores principales: Yu, Xuan, Lan, Wenjie, Li, Jiaqi, Bai, Hui, Qin, Zhaohai, Fu, Bin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9058437/
https://www.ncbi.nlm.nih.gov/pubmed/35517147
http://dx.doi.org/10.1039/d0ra08906k
_version_ 1784698112931004416
author Yu, Xuan
Lan, Wenjie
Li, Jiaqi
Bai, Hui
Qin, Zhaohai
Fu, Bin
author_facet Yu, Xuan
Lan, Wenjie
Li, Jiaqi
Bai, Hui
Qin, Zhaohai
Fu, Bin
author_sort Yu, Xuan
collection PubMed
description A Ni(ii)–bis(oxazoline) complex and p-TSOH are used to form enantioenriched 4H-chromenes from ortho-quinone methides (o-QMs) and dicarbonyls, providing the desired products in up to 95% ee. The method is compatible with various β-ketoester substrates, and the products obtained could be converted into biologically active 4H-chromene derivatives.
format Online
Article
Text
id pubmed-9058437
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90584372022-05-04 Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex Yu, Xuan Lan, Wenjie Li, Jiaqi Bai, Hui Qin, Zhaohai Fu, Bin RSC Adv Chemistry A Ni(ii)–bis(oxazoline) complex and p-TSOH are used to form enantioenriched 4H-chromenes from ortho-quinone methides (o-QMs) and dicarbonyls, providing the desired products in up to 95% ee. The method is compatible with various β-ketoester substrates, and the products obtained could be converted into biologically active 4H-chromene derivatives. The Royal Society of Chemistry 2020-12-16 /pmc/articles/PMC9058437/ /pubmed/35517147 http://dx.doi.org/10.1039/d0ra08906k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Yu, Xuan
Lan, Wenjie
Li, Jiaqi
Bai, Hui
Qin, Zhaohai
Fu, Bin
Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex
title Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex
title_full Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex
title_fullStr Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex
title_full_unstemmed Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex
title_short Enantioselective one-pot synthesis of 4H-chromene derivatives catalyzed by a chiral Ni(ii) complex
title_sort enantioselective one-pot synthesis of 4h-chromene derivatives catalyzed by a chiral ni(ii) complex
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9058437/
https://www.ncbi.nlm.nih.gov/pubmed/35517147
http://dx.doi.org/10.1039/d0ra08906k
work_keys_str_mv AT yuxuan enantioselectiveonepotsynthesisof4hchromenederivativescatalyzedbyachiralniiicomplex
AT lanwenjie enantioselectiveonepotsynthesisof4hchromenederivativescatalyzedbyachiralniiicomplex
AT lijiaqi enantioselectiveonepotsynthesisof4hchromenederivativescatalyzedbyachiralniiicomplex
AT baihui enantioselectiveonepotsynthesisof4hchromenederivativescatalyzedbyachiralniiicomplex
AT qinzhaohai enantioselectiveonepotsynthesisof4hchromenederivativescatalyzedbyachiralniiicomplex
AT fubin enantioselectiveonepotsynthesisof4hchromenederivativescatalyzedbyachiralniiicomplex

Ejemplares similares