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%.
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Doherty et al. (2004) studied this question.
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