Pd-catalyzed asymmetric Suzuki-Miyaura coupling reactions for the synthesis of chiral biaryl compounds with a large steric substituent at the 2-position.
Suzuki–Miyaura couplings
asymmetric catalysis
biaryls
monophosphine ligand
palladium catalyst
Journal
Beilstein journal of organic chemistry
ISSN: 1860-5397
Titre abrégé: Beilstein J Org Chem
Pays: Germany
ID NLM: 101250746
Informations de publication
Date de publication:
2020
2020
Historique:
received:
01
03
2020
accepted:
30
04
2020
entrez:
9
6
2020
pubmed:
9
6
2020
medline:
9
6
2020
Statut:
epublish
Résumé
Pd-catalyzed asymmetric Suzuki-Miyaura couplings of 3-methyl-2-bromophenylamides, 3-methyl-2-bromo-1-nitrobenzene and 1-naphthaleneboronic acids have been successfully developed and the corresponding axially chiral biaryl compounds were obtained in very high yields (up to 99%) with good enantioselectivities (up to 88% ee) under mild conditions. The chiral-bridged biphenyl monophosphine ligands developed by our group exhibit significant superiority to the naphthyl counterpart MOP in both reactivity and enantioselectivity control. The large steric hindrance from π-conjugated
Identifiants
pubmed: 32509027
doi: 10.3762/bjoc.16.85
pmc: PMC7237804
doi:
Types de publication
Journal Article
Langues
eng
Pagination
966-973Informations de copyright
Copyright © 2020, Li et al.; licensee Beilstein-Institut.
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