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2005
Enantioselective syntheses
O 0031
Stereochemical Control of the Passerini Reaction. — The three-component
of various bidentate coordinating substrates is catalyzed by the tridentate
10- 027 reaction
(pybox)-Cu(II) complex (I) affording the products in up to 98% yield and 98% e.e. The
asymmetric induction is found to depend on the rate of the simultaneous addition of the
carboxylic acid and the isocyanide. The best results are achieved when a 4 h protocol
is used. The reaction fails in the case of the carbonyl substrates that are capable of monodentate coordination only. — (ANDREANA, P. R.; LIU, C. C.; SCHREIBER*, S. L.;
Org. Lett. 6 (2004) 23, 4231-4233; Dep. Chem. Chem. Biol., Harvard Univ.,
Cambridge, MA 02138, USA; Eng.) — Steudel
2005
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