New bidentate phosphoramidites were prepared starting from α,α,α′,α′-tetraphenyl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) or 1,1′-bi-2-naphthol (BINOL) and either 1,2-ethylene- or 1,3-propylenediamine N,N′-disubstituted with achiral or chiral groups. The use of these ligands in the copper-catalyzed enantioselective conjugate addition of diethylzinc to 2-cyclohexenone and 2-cyclopentenone afforded products with e.e.s of up to 89 and 83%, respectively

New bidentate chiral phosphoramidites in copper-catalyzed asymmetric 1,4-addition of diethylzinc to cyclic α,β-enones: enantioselective tandem 1,4-addition-aldol reactions with 2-cyclopentenone

MANDOLI, ALESSANDRO;
2001

Abstract

New bidentate phosphoramidites were prepared starting from α,α,α′,α′-tetraphenyl-2,2-dimethyl-1,3-dioxolane-4,5-dimethanol (TADDOL) or 1,1′-bi-2-naphthol (BINOL) and either 1,2-ethylene- or 1,3-propylenediamine N,N′-disubstituted with achiral or chiral groups. The use of these ligands in the copper-catalyzed enantioselective conjugate addition of diethylzinc to 2-cyclohexenone and 2-cyclopentenone afforded products with e.e.s of up to 89 and 83%, respectively
Mandoli, Alessandro; L. A., Arnold; A. H. M., DE VRIES; Salvadori, Piero; B. L., Feringa
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/187133
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