AI Article Synopsis
- The study focuses on asymmetric catalysis using noncovalent interactions, specifically through N-heterocyclic carbene processes.
- It highlights the first successful asymmetric α-alkylation of 3-aryl oxindoles with C electrophiles, despite previous limitations in compatible electrophiles.
- The new method shows high yields and enantioselectivities while suggesting a noncovalent catalytic mechanism, expanding options for creating complex chiral molecules with practical applications.
Article Abstract
The field of asymmetric catalysis has been developed by exploring noncovalent interactions, particularly within N-heterocyclic carbene-mediated processes. Despite challenges due to the limited number of compatible electrophiles (predominantly π-acceptors), this study introduces the first asymmetric α-alkylation of 3-aryl oxindoles using C electrophiles. The innovative protocol integrates diverse oxindoles and alkyl, allyl, and propargyl electrophiles, achieving high yields and enantioselectivities. Preliminary mechanistic explorations support a noncovalent catalytic mechanism, enhancing the tool kit for constructing complex chiral molecules with potential applications.
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| http://dx.doi.org/10.1021/acs.orglett.4c02082 | DOI Listing |
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