期刊
ORGANIC LETTERS
卷 23, 期 1, 页码 145-149出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03862
关键词
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资金
- NSFC [21772126, 21961132004]
- Fundamental Research Funds for the Central Universities
- China Postdoctoral Science Foundation [2019M663488]
- Postdoctoral Foundation of Sichuan University [2020SCU12019]
The research demonstrates that cinnamates with an ortho-formyl group can undergo specific reactions with dienals under the catalysis of chiral amines, ultimately leading to the formation of polyhydrophenanthrene frameworks with excellent diastereo- and enantioselectivity.
The cinnamates having an ortho-formyl group can potentially form vinylogous iminium ion species under the catalysis of chiral amines, which facilitates the Diels-Alder cycloaddition reaction with the concurrently generated trienamines between dienals and amine catalysts in a regioselectivity umpolung manner. A cascade intramolecular aldol reaction was followed, finally furnishing polyhydrophenanthrene frameworks with excellent diastereo- and enantioselectivity.
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