• Title of article

    Efficient synthesis of (Z)- and (E)-methyl 2-(methoxyimino)-2-phenylacetate

  • Author/Authors

    Wu، نويسنده , , Yong-Jin and Huang، نويسنده , , Stella and Ng، نويسنده , , Alicia and Gao، نويسنده , , Qi and Roy Kimura، نويسنده , , S. and Langley، نويسنده , , David R.، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2010
  • Pages
    4
  • From page
    2144
  • To page
    2147
  • Abstract
    Direct oximation of 2-oxo-2-phenylacetate (3) gave the (Z)-methyl 2-(methoxyimino)-2-phenylacetate (1) in 71% yield, while the E oxime 2 was prepared from 3 in 65% yield via oxime isomerization of 2-(methoxyimino)-2-phenylacetic acid (5). Computational studies suggest that the isomerization of 5 is thermodynamically driven, while the direct oximation of ketoester 3 is kinetically controlled.
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2010
  • Journal title
    Tetrahedron Letters
  • Record number

    1871969