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

Simon Doherty, J.G. Knight, Christopher Hardacre, H.K. Lou, C.R. Newman, Rakesh Rath, S. Campbell, Mark Nieuwenhuyzen

Research output: Contribution to journalArticlepeer-review

26 Citations (Scopus)

Abstract

Conformationally flexible NUPHOS-type diphosphines have been resolved as their diastereopure platinum BINOLate complexes delta- and lambda-[(NUPHOS)Pt{(S)-BINOL}] and the corresponding enantiopure Lewis acids delta- and lambda-[(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%.
Original languageEnglish
Pages (from-to)6127-6133
Number of pages7
JournalOrganometallics
Volume23
Issue number26
DOIs
Publication statusPublished - 20 Dec 2004

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

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