Journal
CHEMICAL SCIENCE
Volume 2, Issue 7, Pages 1344-1348Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1sc00190f
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Funding
- National Natural Science Foundation of China [20732006, 20821002, 21025209]
- National Basic Research Program of China [2009CB825300]
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Chiral phosphoric acid-catalysed Friedel-Crafts alkylation reactions of indoles, pyrrole and 3-(dimethylamino) phenol with racemic spiro indolin-3-ones have been realised. With 5 mol% (S)-TRIP, Friedel-Crafts adducts bearing a quaternary stereocentre were obtained in up to 99% yield and 99% ee. The reaction features readily available, stable starting materials and delivers synthetically useful but challenging products.
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