Tetrahedron

Highly efficient enantioselective epoxidation of α, β-enones catalyzed by cheap chiral lanthanum and gadolinium alkoxides

R Chen, C Qian, JG de Vries

Index: Chen, Ruifang; Qian, Changtao; De Vries, Johannes G Tetrahedron, 2001 , vol. 57, # 49 p. 9837 - 9842

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Citation Number: 46

Abstract

(S)-6, 6′-Dibromo-BINOL and (S)-6, 6′-diphenyl-BINOL have been developed as efficient chiral ligands applicable to lanthanoid catalyzed asymmetric epoxidation of α, β-unsaturated ketones in the presence of cumene hydroperoxide. Excellent chemical yield and enantioselectivity have been achieved for several epoxides at room temperature by using 5mol% of La (Oi-Pr) 3-(S)-6, 6′-dibromo-BINOL and Gd (Oi-Pr) 3-(S)-6, 6′-diphenyl- ...