Abstract: The chiral α-hydroxy-β-dicarbonyl is a common structural motif in a variety of natural products and pharmaceuticals and the most convenient way to obtain chiral α-hydroxylation compounds is the direct asymmetric oxidation of 1,3-dicarbonyl compounds.Thus,research on enantioselective α-hydroxylation of β-keto esters possess great value.This paper makes a brief summary of cinchona alkaloid derivatives,diterpenoid alkaloid derivatives,S-timolol analogues and phase-transfer catalysts applied to direct enantioselective hydroxylation of β-keto ester compounds.The possible mechanism of these catalysts is believed to be the outcome of combined action of various intermolecular forces,namely hydrogen bonding,π-π stacking and electrovalent bonding.

Key words: β-keto esters, enantioselective α-hydroxylation, organocatalysts, asymmetric catalysis

摘要： 手性α-羟基β-酮酸酯是多种天然产物及医药产品的重要中间体，获得这一类结构单元最简单的方法是β-酮酸酯的直接不对称α羟基化，因此该反应在医药工业和精细化工领域具有重要的研究价值。本文针对小分子金鸡纳碱衍生物、二萜类生物碱、芳氧基氨基醇及手性相转移催化剂直接氧化β-酮酸酯不对称α-羟基化反应研究，该反应的催化机理被认为是氢键、π-π键等多种分子间力协同作用，同时还需要适当的位阻基团遮蔽以获得羟基化反应立体选择性。

关键词: β-酮酸酯, 不对称α-羟基化, 有机催化, 不对称催化