Tetrahedron

A novel and efficient direct aldol condensation from ketones and aromatic aldehydes catalyzed by proline–TEA through a new pathway

J Wang, M Lei, Q Li, Z Ge, X Wang, R Li

Index: Wang, Jun-feng; Lei, Meng; Li, Qin; Ge, Ze-mei; Wang, Xin; Li, Run-tao Tetrahedron, 2009 , vol. 65, # 25 p. 4826 - 4833

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Citation Number: 32

Abstract

A novel and efficient direct aldol condensation from various ketones and a wide range of aldehydes was catalyzed by l-proline–TEA (triethylamine) in MeOH at room temperature, affording the corresponding (E)-α, β-unsaturated ketones in excellent yields. By using the method, some complicated (E)-α, β-unsaturated ketone C-glycosides were obtained from unmodified ketone C-glycosides and aldehydes. This reaction proceeds through a new ...