Cargando…

Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes

A highly enantioselective copper-catalyzed propargylic amination starting from benzylic allylic amines has been developed with a new chiral N,N,P ligand. A series of N-tethered 1,6-enynes were synthesized in good to excellent yields with excellent enantioselectivities. Utilization of transition meta...

Descripción completa

Detalles Bibliográficos
Autores principales: Li, Si-Jia, Huang, Jian, He, Jin-Yu, Zhang, Rui-Jin, Qian, Hao-Dong, Dai, Xue-Lin, Kong, Han-Han, Xu, Hao
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/PMC9127637/
https://www.ncbi.nlm.nih.gov/pubmed/35685332
http://dx.doi.org/10.1039/d0ra07698h
_version_ 1784712396187631616
author Li, Si-Jia
Huang, Jian
He, Jin-Yu
Zhang, Rui-Jin
Qian, Hao-Dong
Dai, Xue-Lin
Kong, Han-Han
Xu, Hao
author_facet Li, Si-Jia
Huang, Jian
He, Jin-Yu
Zhang, Rui-Jin
Qian, Hao-Dong
Dai, Xue-Lin
Kong, Han-Han
Xu, Hao
author_sort Li, Si-Jia
collection PubMed
description A highly enantioselective copper-catalyzed propargylic amination starting from benzylic allylic amines has been developed with a new chiral N,N,P ligand. A series of N-tethered 1,6-enynes were synthesized in good to excellent yields with excellent enantioselectivities. Utilization of transition metal-catalyzed cycloisomerization of 1,6-enynes provides several enantioselectively enriched chiral five-membered N-heterocycles efficiently.
format Online
Article
Text
id pubmed-9127637
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-91276372022-06-08 Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes Li, Si-Jia Huang, Jian He, Jin-Yu Zhang, Rui-Jin Qian, Hao-Dong Dai, Xue-Lin Kong, Han-Han Xu, Hao RSC Adv Chemistry A highly enantioselective copper-catalyzed propargylic amination starting from benzylic allylic amines has been developed with a new chiral N,N,P ligand. A series of N-tethered 1,6-enynes were synthesized in good to excellent yields with excellent enantioselectivities. Utilization of transition metal-catalyzed cycloisomerization of 1,6-enynes provides several enantioselectively enriched chiral five-membered N-heterocycles efficiently. The Royal Society of Chemistry 2020-10-20 /pmc/articles/PMC9127637/ /pubmed/35685332 http://dx.doi.org/10.1039/d0ra07698h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Li, Si-Jia
Huang, Jian
He, Jin-Yu
Zhang, Rui-Jin
Qian, Hao-Dong
Dai, Xue-Lin
Kong, Han-Han
Xu, Hao
Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes
title Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes
title_full Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes
title_fullStr Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes
title_full_unstemmed Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes
title_short Highly enantioselective copper-catalyzed propargylic amination to access N-tethered 1,6-enynes
title_sort highly enantioselective copper-catalyzed propargylic amination to access n-tethered 1,6-enynes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9127637/
https://www.ncbi.nlm.nih.gov/pubmed/35685332
http://dx.doi.org/10.1039/d0ra07698h
work_keys_str_mv AT lisijia highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes
AT huangjian highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes
AT hejinyu highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes
AT zhangruijin highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes
AT qianhaodong highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes
AT daixuelin highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes
AT konghanhan highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes
AT xuhao highlyenantioselectivecoppercatalyzedpropargylicaminationtoaccessntethered16enynes