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Can I read Efficient Synthesis of an Optically Pure β-Bromo-β,β-difluoroalanine Derivative, a General Precursor for β,β-Difluoroamino Acids on EtoBox?
Efficient Synthesis of an Optically Pure β-Bromo-β,β-difluoroalanine Derivative, a General Precursor for β,β-Difluoroamino Acids by Toshimasa Katagiri; Michiharu Handa; Yasuhisa Matsukawa; J.S. Dileep Kumar; Kenji Uneyama is a Chemistry article available to read on EtoBox.
What is Efficient Synthesis of an Optically Pure β-Bromo-β,β-difluoroalanine Derivative, a General Precursor for β,β-Difluoroamino Acids about?
A highly efficient enantioselective preparation of a b-bromo-b,b-difluoroalanine derivative, a promising general precursor for optically active b,b-difluoroamino acids, is described. Alkylation of the hydroxypinanone glycinate Schiff base 2a with CF 2 Br 2 resulted in the production of undesired dehydrobrominated product 4a promoted by the lithium alkoxide moiety on the hydroxypinanone chiral auxiliary. Dehydrobromination was prevented by protection of the hydroxyl group on the chiral auxiliary. Utilization of TMSOTf resulted in production of (S,S,S,S)-3b as the sole diastereomer without dehydrobromination.
Who reads Efficient Synthesis of an Optically Pure β-Bromo-β,β-difluoroalanine Derivative, a General Precursor for β,β-Difluoroamino Acids?
It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Toshimasa Katagiri; Michiharu Handa; Yasuhisa Matsukawa; J.S. Dileep Kumar; Kenji Uneyama
- Publisher
- Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0957-4166)
- Published
- 2001
- Language
- EN
- Field
- Chemistry (Physical Sciences)