Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 352, Issue 5, Pages 833-838Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900851
Keywords
asymmetric Friedel-Crafts reaction; indoles; isatins; organocatalysis
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Funding
- National Natural Science Foundation of China [90813005, 20902022]
- 863 Hi-Tech Program of China [2006AA020404]
- China 111 Project [807023]
- NSF [CHE-0704015, CHE-0443580]
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The first direct enantioselective Friedel-Crafts reaction of indoles with isatins has been developed. The process is catalyzed by simple cupreine under mild reaction conditions and affords synthetically and biologically interesting, chiral 3-indolyl-3-hydroxy-2-oxindoles in good yields (68-97%) and with high enantioselectivities (76-91%).
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