• Title of article

    1,2-Carbamoyl Migration on Enantio-enriched (alpha)-Lithioalkyl Carbamates Generated with s-Butyllithium/Sparteine: Steric Course and Mechanism

  • Author/Authors

    Katsuhiko، Tomooka, نويسنده , , Hideo، Shimizu, نويسنده , , Takeshi، Nakai, نويسنده ,

  • Issue Information
    روزنامه با شماره پیاپی سال 1999
  • Pages
    -758
  • From page
    759
  • To page
    0
  • Abstract
    Alkyl N,N-diisopropylcarbamates, when lithiated with sBuLi/(-)-sparteine in ether at -78 °C followed by warming to room temperature, are shown to undergo the 1,2-carbamoyl migration to give the (alpha)-hydroxy amides in >95% ee with complete retention of configuration at the Li-bearing carbanion terminus. An addition-elimination mechanism is proposed.
  • Keywords
    Bibliometrics , refereed journals , research in probability and statistics , productivity rankings
  • Journal title
    CHEMISTRY LETTERS
  • Serial Year
    1999
  • Journal title
    CHEMISTRY LETTERS
  • Record number

    28518