有机催化β-酮酸酯不对称α-羟基化反应研究进展  

Review on enantioselectiveα-hydroxylation ofβ-keto esters

作　　者：孟庆伟[1] 赵静喃 王亚坤[1] 李智[1] 廉明明[1] 宋汪泽[1] 

机构地区：[1]大连理工大学制药科学与技术学院,辽宁大连116024

出　　处：《化工进展》2016年第B11期258-266,共9页Chemical Industry and Engineering Progress

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。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.

关 键 词：Β-酮酸酯 不对称α-羟基化 有机催化 不对称催化 

分 类 号：TQ460.31[化学工程—制药化工]