Asymmetric cyanosilylation of ketones catalyzed by bifunctional chiral N??oxide titanium complex catalysts

Y Shen, X Feng, Y Li, G Zhang…

Index: Shen, Yongcun; Feng, Xiaoming; Li, Yan; Zhang, Guolin; Jiang, Yaozhong European Journal of Organic Chemistry, 2004 , # 1 p. 129 - 137

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Citation Number: 50

Abstract

Abstract A new bifunctional catalytic system based on chiral N-oxide titanium complexes has been used for the asymmetric cyanosilylation of ketones. Screening of a variety of chiral N- oxide metal complexes resulted in (1R, 2S)-1-(2′-pyridylmethyl)-2-(diphenylhydroxymethyl) pyrrolidine N-oxide titanium complex, which gave O-TMS cyanohydrins in good yields with enantiomeric excesses of up to 69%. A catalytic cycle based on experimental phenomena ...

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