Hydrogen-Bonding Asymmetric Metal Catalysis with α-Amino Acids: A Simple and Tunable Approach to High Enantioinduction
Yingdong Lu, Tim C. Johnstone and Bruce A. Arndtsen*
*Department of Chemistry, McGill University, 801 Sherbrooke
Street West, Montreal, QC H3A 2K6, Canada, Email: bruce.arndtsen
mcgill.ca
Y. Lu, T. C. Johnstone, B. A. Arndtsen, J. Am. Chem. Soc., 2009, 131, 11284-11285.
DOI: 10.1021/ja904185b
Abstract
Coupling of an available pool of Brønsted acids, namely, amino acid derivatives, with tunable ligands on copper catalysts can be used to generate many different chiral environments simply by changing the amino acid or ligand employed and provides a scaffold for rapid screening for high enantioselectivity. The latter is illustrated in the copper-catalyzed alkynylation of imines in up to 99% ee.
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ID: J48-Y2009-2450
