Enantioselective vinylation of aldehydes with the vinyl Grignard reagent catalyzed by magnesium complex of chiral BINOLs.
BINOL
Grignard reaction
asymmetric catalysis
deactivation
vinylation
Journal
Chirality
ISSN: 1520-636X
Titre abrégé: Chirality
Pays: United States
ID NLM: 8914261
Informations de publication
Date de publication:
01 2019
01 2019
Historique:
received:
10
08
2018
revised:
29
10
2018
accepted:
01
11
2018
pubmed:
7
12
2018
medline:
7
12
2018
entrez:
7
12
2018
Statut:
ppublish
Résumé
Enantioselective vinylation of aldehydes via direct catalytic asymmetric Grignard reaction of aldehdyes and the vinyl Grinard reagent is a long-standing challenge. This work demonstrated that the magnesium (S)-3,3'-dimethyl BINOLate enantioselectively catalyze the direct vinylation of aldehydes with the deactivated vinylmagnesium bromide by bis(2-[N,N'-dimethylamino]ethyl) ether (BDMAEE) in the addition of n-butylmagnesium chloride. The highest ee of 63% was achieved up to date.
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Pagination
79-86Subventions
Organisme : The Higher Education Scientific Research Project of Ningxia
ID : NGY2018-92
Pays : International
Organisme : The Ningxia High School first-class Disciplines (West China first-class Disciplines Basic Medical Sciences at Ningxia Medical University)
ID : NXYLXK2017B07
Pays : International
Organisme : The Project of Ningxia Medical University
ID : XT2017016
Pays : International
Informations de copyright
© 2018 Wiley Periodicals, Inc.