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个人信息Personal Information
教授
博士生导师
硕士生导师
性别：男
毕业院校：大连理工大学
学位：硕士
所在单位：化工学院
学科：药物工程. 精细化工. 药物化学
办公地点：大连理工大学西部校区化工实验楼G段311
联系方式：mengqw@dlut.edu.cn
电子邮箱：mengqw@dlut.edu.cn
Development of C-6 '-modified quinine-derived phase-transfer catalysts and their application in the enantioselective alpha-hydroxylation of beta-dicarbonyl compounds
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论文类型：期刊论文
发表时间：2016-10-01
发表刊物：TETRAHEDRON-ASYMMETRY
收录刊物：SCIE
卷号：27
期号：17-18
页面范围：834-842
ISSN号：0957-4166
摘要：We have developed C-6'-modified quinine quaternary ammonium salts as phase transfer catalysts for alpha-hydroxylation of beta-dicarbonyl compounds. The quinine quaternary ammonium salts, which was modified at C-6' and the N atom, had good activity for alpha-hydroxylation of B-dicarbonyl compounds. By using 5 mol % of 6-hydroxyl-N-(4'-fluoro-2'-trifluoromethyl)quinine quaternary ammonium salt as the organocatalyst, cumene hydroperoxide as the oxidant, toluene as the solvent, and 50% K2HPO4 as the aqueous alkali at room, temperature, the yield and enantioselectivity of the alpha-hydroxylation of beta-keto esters were 95% and 88%, respectively. This catalytic system was also applicable for beta-keto amides (92% yield and 76% ee). (C) 2016 Elsevier Ltd. All rights reserved.