Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 81, Issue 14, Pages 6136-6141Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b01152
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Funding
- Natural Science Foundation of China [21373073]
- Young National Natural Science Foundation of China [21302033]
- PCSIRT [IRT 1231]
- Hangzhou Normal University
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A novel and efficient aerobic asymmetric cyclization reaction of cinnamaldehydes and 1,3-dicarbonyl compounds through oxidative NHC-catalysis has been developed, and it allows the synthesis of a wide range of enantiomeric enriched dihydropyranone derivatives in good yields with good to excellent enantioselectivities. Various alpha,beta-unsaturated aldehydes with aliphatic and aromatic substitution groups and 1,3-dicarbonyl compounds were well tolerated. The air was directly used as the oxidant, which made this asymmetric cyclization reaction in a highly efficient, cheap, and green manner.
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