Cargando…

Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines

Transition-metal catalyzed functionalization of ACPs has been widely investigated in cycloaddition and 1,3-difunctionalization reactions. However, the transition metal catalyzed nucleophilic reactions of ACPs have rarely been reported. In this article, an enantio-, site- and E/Z-selective addition o...

Descripción completa

Detalles Bibliográficos
Autores principales: Liu, Xin-Lian, Lin, Han-Ze, Tan, Lu-Qi, Peng, Jin-Bao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9977444/
https://www.ncbi.nlm.nih.gov/pubmed/36873841
http://dx.doi.org/10.1039/d2sc05674g
_version_ 1784899291715731456
author Liu, Xin-Lian
Lin, Han-Ze
Tan, Lu-Qi
Peng, Jin-Bao
author_facet Liu, Xin-Lian
Lin, Han-Ze
Tan, Lu-Qi
Peng, Jin-Bao
author_sort Liu, Xin-Lian
collection PubMed
description Transition-metal catalyzed functionalization of ACPs has been widely investigated in cycloaddition and 1,3-difunctionalization reactions. However, the transition metal catalyzed nucleophilic reactions of ACPs have rarely been reported. In this article, an enantio-, site- and E/Z-selective addition of ACPs with imines for the synthesis of dienyl substituted amines has been developed via palladium- and Brønsted acid co-catalysis. A range of synthetically valuable dienyl substituted amines were effectively prepared with good to excellent yields and excellent enantio- and E/Z-selectivities.
format Online
Article
Text
id pubmed-9977444
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-99774442023-03-02 Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines Liu, Xin-Lian Lin, Han-Ze Tan, Lu-Qi Peng, Jin-Bao Chem Sci Chemistry Transition-metal catalyzed functionalization of ACPs has been widely investigated in cycloaddition and 1,3-difunctionalization reactions. However, the transition metal catalyzed nucleophilic reactions of ACPs have rarely been reported. In this article, an enantio-, site- and E/Z-selective addition of ACPs with imines for the synthesis of dienyl substituted amines has been developed via palladium- and Brønsted acid co-catalysis. A range of synthetically valuable dienyl substituted amines were effectively prepared with good to excellent yields and excellent enantio- and E/Z-selectivities. The Royal Society of Chemistry 2023-02-04 /pmc/articles/PMC9977444/ /pubmed/36873841 http://dx.doi.org/10.1039/d2sc05674g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Liu, Xin-Lian
Lin, Han-Ze
Tan, Lu-Qi
Peng, Jin-Bao
Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines
title Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines
title_full Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines
title_fullStr Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines
title_full_unstemmed Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines
title_short Palladium- and Brønsted acid-catalyzed enantio-, site- and E/Z-selective addition of alkylidenecyclopropanes with imines
title_sort palladium- and brønsted acid-catalyzed enantio-, site- and e/z-selective addition of alkylidenecyclopropanes with imines
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9977444/
https://www.ncbi.nlm.nih.gov/pubmed/36873841
http://dx.doi.org/10.1039/d2sc05674g
work_keys_str_mv AT liuxinlian palladiumandbrønstedacidcatalyzedenantiositeandezselectiveadditionofalkylidenecyclopropaneswithimines
AT linhanze palladiumandbrønstedacidcatalyzedenantiositeandezselectiveadditionofalkylidenecyclopropaneswithimines
AT tanluqi palladiumandbrønstedacidcatalyzedenantiositeandezselectiveadditionofalkylidenecyclopropaneswithimines
AT pengjinbao palladiumandbrønstedacidcatalyzedenantiositeandezselectiveadditionofalkylidenecyclopropaneswithimines