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

A Mandoli, LA Arnold, AHM de Vries, P Salvadori…

Index: Mandoli, Alessandro; Arnold, Leggy A.; De Vries, Andre H.M.; Salvadori, Piero; Feringa, Ben L. Tetrahedron Asymmetry, 2001 , vol. 12, # 13 p. 1929 - 1937

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Citation Number: 54

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 ...