Cargando…

Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals

A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated alde...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhu, Haipan, Du, Peile, Li, Jianjun, Liao, Ziyang, Liu, Guohua, Li, Hao, Wang, Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979765/
https://www.ncbi.nlm.nih.gov/pubmed/27559383
http://dx.doi.org/10.3762/bjoc.12.127
_version_ 1782447370115481600
author Zhu, Haipan
Du, Peile
Li, Jianjun
Liao, Ziyang
Liu, Guohua
Li, Hao
Wang, Wei
author_facet Zhu, Haipan
Du, Peile
Li, Jianjun
Liao, Ziyang
Liu, Guohua
Li, Hao
Wang, Wei
author_sort Zhu, Haipan
collection PubMed
description A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed.
format Online
Article
Text
id pubmed-4979765
institution National Center for Biotechnology Information
language English
publishDate 2016
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-49797652016-08-24 Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals Zhu, Haipan Du, Peile Li, Jianjun Liao, Ziyang Liu, Guohua Li, Hao Wang, Wei Beilstein J Org Chem Full Research Paper A cooperative catalytic strategy of chiral iminium catalysis by regioselective activation of the C=C bond in enals and a transition metal promoting to open the 2-vinylcyclopropanes for highly regio- and enantioselective [3 + 2] cycloaddition reaction of 2-vinylcyclopropanes with α,β-unsaturated aldehydes has been developed. Beilstein-Institut 2016-06-29 /pmc/articles/PMC4979765/ /pubmed/27559383 http://dx.doi.org/10.3762/bjoc.12.127 Text en Copyright © 2016, Zhu 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
Zhu, Haipan
Du, Peile
Li, Jianjun
Liao, Ziyang
Liu, Guohua
Li, Hao
Wang, Wei
Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
title Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
title_full Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
title_fullStr Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
title_full_unstemmed Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
title_short Synergistic chiral iminium and palladium catalysis: Highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
title_sort synergistic chiral iminium and palladium catalysis: highly regio- and enantioselective [3 + 2] annulation reaction of 2-vinylcyclopropanes with enals
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979765/
https://www.ncbi.nlm.nih.gov/pubmed/27559383
http://dx.doi.org/10.3762/bjoc.12.127
work_keys_str_mv AT zhuhaipan synergisticchiraliminiumandpalladiumcatalysishighlyregioandenantioselective32annulationreactionof2vinylcyclopropaneswithenals
AT dupeile synergisticchiraliminiumandpalladiumcatalysishighlyregioandenantioselective32annulationreactionof2vinylcyclopropaneswithenals
AT lijianjun synergisticchiraliminiumandpalladiumcatalysishighlyregioandenantioselective32annulationreactionof2vinylcyclopropaneswithenals
AT liaoziyang synergisticchiraliminiumandpalladiumcatalysishighlyregioandenantioselective32annulationreactionof2vinylcyclopropaneswithenals
AT liuguohua synergisticchiraliminiumandpalladiumcatalysishighlyregioandenantioselective32annulationreactionof2vinylcyclopropaneswithenals
AT lihao synergisticchiraliminiumandpalladiumcatalysishighlyregioandenantioselective32annulationreactionof2vinylcyclopropaneswithenals
AT wangwei synergisticchiraliminiumandpalladiumcatalysishighlyregioandenantioselective32annulationreactionof2vinylcyclopropaneswithenals