Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 87, Issue 15, Pages 9593-9606Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c00582
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Funding
- Ocean University of China, Qingdao National Laboratory for Marine Science and Technology [LMDBCXRC201902, LMDBCXRC201903]
- Taishan Scholar Program of Shandong Province [tsqn201909056, tsqn202103152]
- Fundamental Research Funds for the Central Universities
- Fundamental Research Funds for the Central Universities [22171251]
- National Natural Science Foundation of China [ZR2021QB033]
- Shandong Provincial Natural Science Foundation of China [22171251]
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The asymmetric alpha-regioselective annulation of MBH carbonates with 4-arylmethylisoxazol-S-ones has been developed, resulting in the synthesis of spirocyclic oxindole derivatives with three contiguous stereogenic centers and vicinal all-carbon quaternary chiral centers. This reaction exhibits a broad substrate scope and excellent functional group tolerance, producing high yields with high diastereo- and enantioselectivities.
Asymmetric alpha-regioselective annulation of MBH carbonates with 4-arylmethylisoxazol-S-ones has been developed to afford spirocyclic oxindole derivatives containing three contiguous stereogenic centers and vicinal all-carbon quaternary chiral centers. This reaction exhibits a broad substrate scope and excellent functional group tolerance. Excellent yields with high diastereoand enantioselectivities were obtained in this efficient organocatalytic reaction.
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