Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence

A palladium catalyzed enantioselective Heck/borylation reaction of alkene-tethered aryl iodides was realized, delivering a variety of 2,3-dihydrobenzofuranyl boronic esters in high yield with excellent enantioselectivity. Asymmetric synthesis of chromane boronic ester, indane boronic ester and indol...

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Autores principales: Wu, Yuanqi, Wu, Lizuo, Zhang, Zhan-Ming, Xu, Bing, Liu, Yu, Zhang, Junliang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8848999/
https://www.ncbi.nlm.nih.gov/pubmed/35308863
http://dx.doi.org/10.1039/d1sc06229h
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author Wu, Yuanqi
Wu, Lizuo
Zhang, Zhan-Ming
Xu, Bing
Liu, Yu
Zhang, Junliang
author_facet Wu, Yuanqi
Wu, Lizuo
Zhang, Zhan-Ming
Xu, Bing
Liu, Yu
Zhang, Junliang
author_sort Wu, Yuanqi
collection PubMed
description A palladium catalyzed enantioselective Heck/borylation reaction of alkene-tethered aryl iodides was realized, delivering a variety of 2,3-dihydrobenzofuranyl boronic esters in high yield with excellent enantioselectivity. Asymmetric synthesis of chromane boronic ester, indane boronic ester and indoline boronic ester was also accomplished. The protocol offers an efficient access to the corresponding chiral benzocyclic boronic esters, which are notably important chemical motifs in synthetic transformations.
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spelling pubmed-88489992022-03-17 Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence Wu, Yuanqi Wu, Lizuo Zhang, Zhan-Ming Xu, Bing Liu, Yu Zhang, Junliang Chem Sci Chemistry A palladium catalyzed enantioselective Heck/borylation reaction of alkene-tethered aryl iodides was realized, delivering a variety of 2,3-dihydrobenzofuranyl boronic esters in high yield with excellent enantioselectivity. Asymmetric synthesis of chromane boronic ester, indane boronic ester and indoline boronic ester was also accomplished. The protocol offers an efficient access to the corresponding chiral benzocyclic boronic esters, which are notably important chemical motifs in synthetic transformations. The Royal Society of Chemistry 2022-01-22 /pmc/articles/PMC8848999/ /pubmed/35308863 http://dx.doi.org/10.1039/d1sc06229h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Wu, Yuanqi
Wu, Lizuo
Zhang, Zhan-Ming
Xu, Bing
Liu, Yu
Zhang, Junliang
Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
title Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
title_full Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
title_fullStr Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
title_full_unstemmed Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
title_short Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
title_sort enantioselective difunctionalization of alkenes by a palladium-catalyzed heck/borylation sequence
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8848999/
https://www.ncbi.nlm.nih.gov/pubmed/35308863
http://dx.doi.org/10.1039/d1sc06229h
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