不对称催化合成2-【【3-{[3-氯-5-(三氟甲基)吡啶-2-基]-氧基}苯氧基】(苯基)甲基】丙烯酸甲酯  

Synthesis of Methyl 2-((3-((3-Chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)phenoxy(phenyl)methyl) acrylate by Asymmetric Catalysis

作　　者：金雷 赵帅 芮雪 陈新 JIN Lei;ZHAO Shuai;RUI Xue;CHEN Xin(School of Pharmaceutical & Life Sciences, Changzhou University, Changzhou 213164, China)

机构地区：[1]常州大学制药与生命科学学院

出　　处：《合成化学》2019年第5期379-383,共5页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金面上项目(21272029);国家自然科学基金青年项目(21602018)

摘　　要：以苯甲醛、丙烯酸甲酯、2,3-二氯-5-三氟甲基吡啶和间苯二酚为原料,分别合成了MBH乙酸酯( 6 )和取代苯酚( 9 );在(DHQD) 2 PHAL催化下, 6和9 经不对称反应立体选择性合成了2-【【3-{[3-氯-5-(三氟甲基)吡啶-2-基]-氧基}苯氧基】(苯基)甲基】丙烯酸甲酯,产率50%, ee 94%,其结构经 1 H NMR, 13C NMR和HR-MS确证。MBH acetate( 6 ) and substituted phenol( 9 ) were synthesized from benzaldehyde, methyl acrylate, 2,3-dichloro-5-trifluoromethyl pyridine and resorcinol, respectively, and then 2-((3-((3-chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)-phenoxy (phenyl)methyl)-acrylate, with yield of 50% and ee of 93.5%, was stereoselectively synthesized by reaction of 6 and 9 catalyzed by (DHQD) 2 PHAL. The structure was confirmed by 1 H NMR, 13 C NMR and HR-MS.

关 键 词：MBH乙酸酯 取代苯酚 取代苯氧基甲基丙烯酸酯 不对称催化 手性合成 

分 类 号：O621.3[理学—有机化学]