期刊
ORGANIC LETTERS
卷 22, 期 8, 页码 2925-2930出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c00587
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资金
- National Natural Science Foundation of China [81973176]
- Guangdong Provincial Key Laboratory of Chiral Molecule and Drug Discovery [2019B030301005]
- National Mega-project for Innovative Drugs [2019ZX09721001-006-001]
- Program for Guangdong Introducing Innovative and Entrepreneurial Teams [2016ZT06Y337]
- Fundamental Research Funds for the Central Universities [19ykpy129]
An enantioselective cycfization of diazoindolinones with o-hydroxymethyl chalcones has been established by a cooperative dirhodium complex and chiral phosphonic acid catalysis under mild conditions. This reaction is the first example of catalytic asymmetric intramolecular Michael-type trapping of oxonium ylide enabled by phosphoric acid through a dual H-bonding activation model, which provides an efficient access to the chiral spirochroman-3,3-oxindoles, with vicinal quaternary and tertiary stereocenters, in good to excellent yields and enantioselectivities.
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