Journal
ORGANIC LETTERS
Volume 17, Issue 9, Pages 2238-2241Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00850
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Funding
- National Natural Science Foundation of China [21372217]
- National Basic Research Program of China (973 Program) [2010CB833300]
- Sichuan Youth Science and Technology Foundation [2013JQ0021, 2015JQ0041]
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An unprecedented organocatalytic asymmetric Michael/cyclization cascade reaction of 3-isothiocyanato oxindoles and. 3-nitroindoles has-been disclosed. A wide range of enantioenriched polycyclic, spirooxindoles, containing three contiguous chiral centers With two of them having quaternary stereocenters, could be smoothly obtained with satisfactory results (up to 99%-yield, >99:1 dr, and 96% ee). This methods very promising because the reaction is scalable, and the versatile transformations of the products into other spirocyclic oxindoles are also feasible.
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