Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 2, Pages 172-176Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8qo01085d
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Funding
- National Natural Science Foundation of China [21602203]
- Natural Science Foundation of Zhejiang Province [LQ16B020001]
- Zhejiang Provincial Top Key Academic Discipline of Chemical Engineering and Technology of Zhejiang Sci-Tech University
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A highly chemoselective intermolecular cross-benzoin reaction of aldehydes with isatins enabled by asymmetric N-heterocyclic carbene (NHC) catalysis is described, and it provides 3-substituted-3-hydroxy-oxindoles in moderate to good yields with moderate to excellent enantioselectivities. This reaction can be readily scaled up, the products could be straightforwardly reduced to the corresponding 1,2-diols, and the trityl (Trt) protecting group could be easily removed without erosion of enantioselectivities.
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