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Asymmetric catalytic Strecker reaction of N-phosphonyl imines with Et2AlCN using amino alcohols and BINOLs as catalysts.

Authors :
Kaur P
Pindi S
Wever W
Rajale T
Li G
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2010 Jun 28; Vol. 46 (24), pp. 4330-2. Date of Electronic Publication: 2010 May 12.
Publication Year :
2010

Abstract

The asymmetric catalytic Strecker reaction of achiral N-phosphonyl imines with Et(2)AlCN has been established. Both free amino alcohols and BINOLs have been proven to be effective catalysts to afford excellent enantioselectivities and yields. The N-phosphonyl group can be readily cleaved under mild conditions and enable purification of crude products by simple washing with hexane. The cleaved N,N-dialkyl diamine auxiliary can be recovered quantitatively via n-BuOH extraction. The scope for both N-phosphonyl imines and catalysts was vastly studied for this new catalytic system.

Details

Language :
English
ISSN :
1364-548X
Volume :
46
Issue :
24
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
20464009
Full Text :
https://doi.org/10.1039/c0cc00287a