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Chem Commun (Camb). 2010 Nov 14;46(42):8029-31. doi: 10.1039/c0cc02408b. Epub 2010 Sep 20.

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

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1
State Key Laboratory of Virology, College of Pharmacy, Wuhan University, Wuhan, 430071, China.

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.

PMID:
20856962
DOI:
10.1039/c0cc02408b
[Indexed for MEDLINE]
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