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Issue 3, 2016
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Organocatalytic enantioselective Mukaiyama–Mannich reaction of fluorinated enol silyl ethers and cyclic N-sulfonyl ketimines

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Abstract

The first catalytic asymmetric Mukaiyama–Mannich reaction of fluorinated silyl enol ethers and ketimines is developed. Under the catalysis of hydroquinine derived bifunctional urea, cyclic N-sulfonyl ketimines readily react with fluorinated enol silyl ethers to afford benzosultam based Cα-tetrasubstituted α-amino acid derivatives featuring a fluoroalkyl group in high to excellent yields and stereoselectivities.

Graphical abstract: Organocatalytic enantioselective Mukaiyama–Mannich reaction of fluorinated enol silyl ethers and cyclic N-sulfonyl ketimines

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Publication details

The article was received on 02 Dec 2015, accepted on 26 Dec 2015 and first published on 28 Dec 2015


Article type: Research Article
DOI: 10.1039/C5QO00407A
Org. Chem. Front., 2016,3, 298-303

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    Organocatalytic enantioselective Mukaiyama–Mannich reaction of fluorinated enol silyl ethers and cyclic N-sulfonyl ketimines

    J. Yu and J. Zhou, Org. Chem. Front., 2016, 3, 298
    DOI: 10.1039/C5QO00407A

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