Highly efficient asymmetric hetero-diels-alder reactions of carbonyl compounds catalyzed by Lewis acid platinum complexes of conformationally flexible NUPHOS-type diphosphines

Academic Article

Abstract

  • Conformationally flexible NUPHOS-type diphosphines have been resolved as their diastereopure platinum BINOLate complexes δ- and λ-[(NUPHOS)Pt{(S)-BINOL}] and the corresponding enantiopure Lewis acids δ- and λ-[(NUPHOS)Pt(OTf)2], being generated by protonation with trifluoromethanesulfonic acid, act as highly efficient catalysts for the hetero-Diels-Alder reaction of nonactivated conjugated dienes with aryl glyoxals and glyoxylate esters, giving ee's as high as 99%.
  • Authors

    Digital Object Identifier (doi)

    Author List

  • Doherty S; Knight JG; Hardacre C; Lou HK; Newman CR; Rath RK; Campbell S; Nieuwenhuyzen M
  • Start Page

  • 6127
  • End Page

  • 6133
  • Volume

  • 23
  • Issue

  • 26