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Issue 42, 2010
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Highly diastereoselective synthesis of quaternary α-trifluoromethyl α-amino acids from chiral imines of trifluoropyruvate

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Abstract

An efficient method for highly diastereoselective synthesis of quaternary α-trifluoromethyl α-amino acids was developed via indium mediated allylation of (R)-phenylglycinol methyl ether based imines of trifluoropyruvate in good yields with high diastereoselectivities at room temperature; to illustrate the application of this method in organic synthesis, 2-allyl-2-(trifluoromethyl) aziridine was prepared in an efficient manner.

Graphical abstract: Highly diastereoselective synthesis of quaternary α-trifluoromethyl α-amino acids from chiral imines of trifluoropyruvate

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Publication details

The article was received on 07 Jul 2010, accepted on 01 Sep 2010 and first published on 20 Sep 2010


Article type: Communication
DOI: 10.1039/C0CC02408B
Citation: Chem. Commun., 2010,46, 8029-8031
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    Highly diastereoselective synthesis of quaternary α-trifluoromethyl α-amino acids from chiral imines of trifluoropyruvate

    Q. Min, C. He, H. Zhou and X. Zhang, Chem. Commun., 2010, 46, 8029
    DOI: 10.1039/C0CC02408B

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