Highly diastereoselective synthesis of quaternary α-trifluoromethyl α-amino acids from chiral imines of trifluoropyruvate.
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.
Min
Qiao-Qiao
QQ
State Key Laboratory of Virology, College of Pharmacy, Wuhan University, Wuhan, 430071, China.
He
Chun-Yang
CY
Zhou
Haibing
H
Zhang
Xingang
X
D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D011773:Pyruvates / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D013237:Stereoisomerism
D000596:Amino Acids; D007097:Imines; D011773:Pyruvates