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Journal
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Highly Efficient Asymmetric Hetero-Diels-Alder
Reactions of Carbonyl Compounds Catalyzed by Lewis Acid Platinum
Complexes of Conformationally Flexible NUPHOS-Type Diphosphines.
Simon Doherty, Julian G. Knight,
Christopher Hardacre, He-Kuan Lou, Colin R. Newman, Rakesh K. Rath,
Sarah Campbell and Mark Nieuwenhuyzen, Organometallics, 2004,
23, 6127. |
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Abstract: Conformationally flexible NUPHOS-type
diphosphines have been resolved as their diastereopure platinum BINOLate
complexes d- and l-[(NUPHOS)Pt{(S)-BINOL}]
and the corresponding enantiopure Lewis acids d-
and l-[(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% |
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