Citation: Zhi Tao Jing, Yan Gen Huang, Feng Ling Qing. Synthesis of α-fluoro-β-amino acids via the Reformatsky reaction of chiral N-tert-butylsulfinylimines with ethyl bromofluoroacetate[J]. Chinese Chemical Letters, ;2011, 22(8): 919-922. doi: 10.1016/j.cclet.2011.01.037 shu

Synthesis of α-fluoro-β-amino acids via the Reformatsky reaction of chiral N-tert-butylsulfinylimines with ethyl bromofluoroacetate

a College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China;
b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Received Date: 8 November 2010

Fund Project: The Shanghai Pujiang Program (No. 09PJ1400800) and the Fundamental Research Funds for the Central Universities are greatly acknowledged for funding this work.

Treatment of chiral N-tert-butyl sulfinylimines with ethyl bromofluoroacetate in the presence of activated Zn dust in THF afforded the α-fluoro-β-amino acid derivatives in good yields (70-86%) and moderate diastereoselectivity (66:34-92:8).
- Fluorinated amino acids,
- Reformatsky reaction,
- N-tert-Butyl sulnnylimine
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