Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 12, Pages 6457-6467Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b00793
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Funding
- National Natural Science Foundation of China [21572184, 21472154]
- Natural Science Foundation of Fujian Province of China [2017J06006]
- Fundamental Research Funds for the Central Universities [20720160027]
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A highly diastereo- and enantioselective synthesis of 3,3-disubstituted oxindoles bearing vicinal quaternary tertiary carbon centers is enabled by a chiral-at-rhodium Lewis acid catalyst starting from isatin N-protected ketimines and 2-acyl imidazoles. The excellent results with 93-99% yields, diastereoseJectivities of 43:1 to >200:1, and high enantioselectivities of 98.4 to >99% confirm the potential of bis-cyclometalated rhodium catalysts for the development of effective asymmetric transformations.
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