• Title of article

    Cleavage of the N(1)C(4) bond of 4-(4′-hydroxyphenyl)-azetidine-2-ones via quinone methide intermediates

  • Author/Authors

    Cabell، نويسنده , , Larry A and Hedrich، نويسنده , , Loren W and McMurray، نويسنده , , John S، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2001
  • Pages
    5
  • From page
    8409
  • To page
    8413
  • Abstract
    In this paper we describe a novel ring-opening reaction in which 4-(4′-hydroxyphenyl)-azetidine-2-ones, on treatment with base, rearrange to quinone methide intermediates with concomitant cleavage of the C(4)N(1) bond. The quinone methide intermediate serves as a substrate for Michael-type 1,6 conjugate additions.
  • Keywords
    6 conjugate addition , 1 , ?-Lactam , quinone methide
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2001
  • Journal title
    Tetrahedron Letters
  • Record number

    1648277