Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 7, Pages 2282-2285Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo1024333
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Funding
- National Natural Science Foundation of China [29825104, 29632003, 20632070]
- Application of Nuclear Techniques in Agriculture [200803034]
- National Basic Research Program of China [2010CB126103, 21032006]
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An enantioselective alkylation of indoles with trifluoroethylidene malonates catalyzed by copper(II) bis (oxazoline) complexes has been developed. The expected adducts with a stereogenic tertiary carbon center bearing a trifluoromethyl group were obtained in excellent yields (up to 99%) and ee values (up to 96% ee). The synthetic utility of this asymmetric catalytic reaction was demonstrated by the preparation of beta-CF3-tryptophan and 4-CF3-beta-carboline in high ee.
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