Issue 42, 2010

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

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

Supplementary files

Article information

Article type
Communication
Submitted
07 Jul 2010
Accepted
01 Sep 2010
First published
20 Sep 2010

Chem. Commun., 2010,46, 8029-8031

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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