Counterion-Enhanced Pd/Enamine Catalysis: Direct Asymmetric α-Allylation of Aldehydes with Allylic Alcohols by Chiral Amines and Achiral or Racemic Phosphoric Acids.
Journal
The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R
Informations de publication
Date de publication:
01 Jan 2021
01 Jan 2021
Historique:
pubmed:
16
12
2020
medline:
16
12
2020
entrez:
15
12
2020
Statut:
ppublish
Résumé
We report a straightforward and efficient Pd/enamine catalytic procedure for the direct asymmetric α-allylation of branched aldehydes. The use of simple chiral amines and easily prepared achiral or racemic phosphoric acids, together with a suitable Pd-source resulted in a highly active and enantioselective catalyst system for the allylation of various α-branched aldehydes with different allylic alcohols. The reported procedure could provide an easy access to both product antipodes. Furthermore, two possible orthogonal derivatizations of the enantioenriched aldehydes were performed without any decrease in enantioselectivity.
Identifiants
pubmed: 33320681
doi: 10.1021/acs.joc.0c02385
pmc: PMC7783732
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
850-860Subventions
Organisme : Austrian Science Fund FWF
ID : P 29146
Pays : Austria
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