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Synlett 1997; 1997(12): 1381-1382
DOI: 10.1055/s-1997-1078
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Asymmetric Addition Reactions of Grignard Reagents to Chiral Fluoral Hemiacetal: Asymmetric Synthesis of 1-Substituted-2,2,2-Trifluoroethylamines

Akihiro Ishii1 , Kimio Higashiyama2 , Koichi Mikami3
  • 1Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan
  • 2Faculty of Pharmaceutical Science, Hoshi University, Shinagawa-ku, Tokyo 142, Japan
  • 3Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan, FAX 3 5734 2776; kmikami@o.cc.titech.ac.jp
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Publication Date:
31 December 2000 (online)

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Asymmetric synthesis of 1-substituted-2,2,2-trifluoroethylamines is described starting from chiral fluoral hemiacetals derived from fluoral and (R)-phenylglycinol. The asymmetric addition reactions of Grignard reagents to the resultant imine are used in the key reaction step.

1-substituted-2,2,2-trifluoroethylamines - asymmetric addition reaction - chiral fluoral hemiacetal - Grignard reagents - fluoral - (R)-phenylglycinol