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L-脯氨酸催化α-酮酰胺与甲基酮的不对称直接Aldol反应
引用本文:王亚军,沈宗旋,丁娟,张雅文. L-脯氨酸催化α-酮酰胺与甲基酮的不对称直接Aldol反应[J]. 有机化学, 2007, 26(2): 235-239
作者姓名:王亚军  沈宗旋  丁娟  张雅文
作者单位:苏州大学化学化工学院,江苏省有机合成重点实验室,苏州,215006
摘    要:L-脯氨酸催化α-酮酰胺与甲基酮的不对称直接Aldol反应, 获得了不同光学活性的α-羟基酰胺, 产率在21%~99%之间, 对映选择性最高达到43% ee. 加成产物的结构用元素分析、红外光谱和核磁共振进行了表征.

关 键 词:脯氨酸  Aldol反应  α-酮酰胺  α-羟基酰胺
收稿时间:2006-05-08
修稿时间:2006-05-08

Asymmetric Aldol Reaction between Methyl Ketones and α-Ketoamides Catalyzed by L-Proline
WANG Ya-Jun,SHEN Zong-Xuan,DING Juan,ZHANG Ya-Wen. Asymmetric Aldol Reaction between Methyl Ketones and α-Ketoamides Catalyzed by L-Proline[J]. Chinese Journal of Organic Chemistry, 2007, 26(2): 235-239
Authors:WANG Ya-Jun  SHEN Zong-Xuan  DING Juan  ZHANG Ya-Wen
Affiliation:Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215006
Abstract:Direct asymmetric aldol addition of methyl ketones to α-ketoamides was achieved using L-proline as a chiral catalyst. Various optically active α-hydroxyamides were obtained in variable yields (21%~99%) with enantioselectivity up to 43% ee. The structures of the adducts were confirmed by elemental analysis, IR, 1H NMR and 13C NMR spectra.
Keywords:proline   aldol addition   a-ketoamide   a-hydroxyamide
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