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  • Title: Development of bifunctional aza-bis(oxazoline) copper catalysts for enantioselective Henry reaction.
    Author: Lang K, Park J, Hong S.
    Journal: J Org Chem; 2010 Oct 01; 75(19):6424-35. PubMed ID: 20822170.
    Abstract:
    Base-functionalized aza-bis(oxazoline) ligands were prepared to explore the concept of dual activation through the Lewis acid and a tethered tertiary amine base. The catalytic activity of the Cu complex was evaluated for the asymmetric Henry reaction. Compared with a corresponding unfunctionalized copper complex with external 1-benzyl-4-ethylpiperazine base, the ethylpiperazine-functionalized aza-bis(oxazoline) copper catalyst resulted in rate acceleration (2.5 times) as well as improved enantioselectivity (72% ee vs 92% ee).
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