• Title of article

    Diastereoselective Baylis-Hillman Reaction: First Use of Sugar-Derived (alpha),(beta)-Unsaturated (gamma)-Lactone as Chiral Michael Acceptor

  • Author/Authors

    Sastry، G. Narahari نويسنده , , Krishna، Palakodety Radha نويسنده , , Reddy، P. Srinivas نويسنده , , Narsingam، M. نويسنده , , Sateesh، B. نويسنده ,

  • Pages
    -594
  • From page
    595
  • To page
    0
  • Abstract
    Diastereoselective Baylis-Hillman reaction of sugar-derived (alpha),(beta)-unsaturated (gamma)-lactone with several aromatic aldehydes in presence of DABCO (50 mol%) to afford adducts in moderate to good yields (49-75%) with 30-82% de is being reported for the first time. Quantum chemical calculations based on the stabilities of transition structures and on the stabilities of zwitterionic intermediates rationalized the experimental observations.
  • Keywords
    sugar-derived (alpha),(beta)-unsaturated (gamma)-lactones , diastereo­selective Baylis-Hillman reactions , 2-C-branched glycosides , ­zwitterion intermediates , Computational studies , transition state structures
  • Journal title
    Astroparticle Physics
  • Record number

    110994

    • Link To Document
    https://search.isc.ac/dl/search/defaultta.aspx?DTC=10&DC=110994