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- Title
Enantioselective Oxidative Coupling of 2-Naphthol Derivatives by Copper-( R)-1,1′-Binaphthyl-2,2′-diamine-TEMPO Catalyst.
- Authors
Alamsetti, Santosh Kumar; Poonguzhali, Elamvazhuthi; Ganapathy, Dhandapani; Sekar, Govindasamy
- Abstract
An efficient chiral copper catalytic system [( R)-(+)-1,1′-binaphthyl-2,2′-diamine-copper(I) chloride-TEMPO] for the asymmetric oxidative coupling of 2-naphthol derivatives to synthesize enantiomerically enriched BINOL derivatives has been developed with good to excellent enantiomeric excess (up to 97% ee). The addition of a catalytic quantity of 2,2,6,6-tetramethylpiperidin-1-yl oxyl (TEMPO) to the copper-( R)-(+)-1,1′-binaphthyl-2,2′-diamine complex greatly enhanced the reactivity and enantioselectivity of the enantioselective oxidative coupling of 2-naphthol derivatives and also reduced the reaction temperature from 90 °C to room temperature in dichloromethane solvent.
- Subjects
DIAMINES; ENANTIOSELECTIVE catalysis; OXIDATIVE coupling; NAPHTHOL; DICHLOROMETHANE; COPPER
- Publication
Advanced Synthesis & Catalysis, 2013, Vol 355, Issue 14/15, p2803
- ISSN
1615-4150
- Publication type
Article
- DOI
10.1002/adsc.201300513