Journal
CHEMICAL COMMUNICATIONS
Volume 52, Issue 78, Pages 11708-11711Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6cc06367e
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Funding
- National Natural Science Foundation of China [21372217, 21572223, 21572224]
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A highly diastereo- and enantioselective [3+2] cycloaddition reaction of N-2,2,2-trifluoroethylisatin ketimines and 3-alkenyl-5-arylfuran-2(3H)-ones was developed with 1 mol% thiourea tertiary amine as the catalyst. A series of spiro[pyrrolidin-3,2'-oxindoles] bearing four consecutive stereocenters, including two vicinal spiro-quaternary chiral centers, were efficiently obtained with excellent results (up to >99% yield, >20 :1 dr, and >99% ee).
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