Highly Efficient Asymmetric Hetero-Diels−Alder Reactions of Carbonyl Compounds Catalyzed by Lewis Acid Platinum Complexes of Conformationally Flexible NUPHOS-Type Diphosphines

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...

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Veröffentlicht in:	Organometallics 2004-12, Vol.23 (26), p.6127-6133
Hauptverfasser:	Doherty, Simon, Knight, Julian G, Hardacre, Christopher, Lou, He−Kuan, Newman, Colin R, Rath, Rakesh K, Campbell, Sarah, Nieuwenhuyzen, Mark
Format:	Artikel
Sprache:	eng
Online-Zugang:	Volltext
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Zusammenfassung:	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%.
ISSN:	0276-7333 1520-6041
DOI:	10.1021/om049392z