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手性吡咯烷酰胺催化合成羟甲基噻喃酮衍生物

Synthesis of Hydroxymethyl Thianone Derivatives Catalyzed by Chiral Pyrrolidine-Amide
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摘要 以手性吡咯烷酰胺催化四氢噻喃-4-酮与芳香醛的不对称aldol反应,绿色合成了一系列手性羟甲基噻喃酮衍生物,对其经FT IR、1 H NMR、13 C NMR结构表征,并对催化条件及反应条件进行优化。研究表明,选用15mmol%的催化剂I,以二氯甲烷作为溶剂,在0℃下反应25h,得到较高的产率(83%)及较好的立体选择性(ee 84%)。 A series of chiral hydroxymethyl thiolanone derivatives was synthesized by asymmetric aldol reactions of tetrahydrothiopan-4-one and aromatic aldehydes which were catalyzed by chiral pyrrolidineamide.The structure of chiral hydroxymethyl thianone was confirmed by FT IR,1 H NMR,13 C NMR,and the catalytic and reaction conditions were optimized.The results showed that by using 15mmol%of catalyst I and dichloromethane as solvent,good yields(up to 83%)and enantioselectivities(up to ee 84%)could be obtained at 0℃for 25h.
作者 莫丽 李淼 刘莉 张金生 陈治明 Mo Li;Li Miao;Liu Li;Zhang Jinsheng;Chen Zhiming(Key Laboratory of Functional Materials Chemistry of Guizhou Province,School of Chemistry and Materials Science,Guizhou Normal University,Guiyang,Guizhou 550001,China)
出处 《化学世界》 CAS CSCD 2019年第10期663-669,共7页 Chemical World
基金 国家自然科学基金(No.21362006)资助项目
关键词 吡咯烷酰胺 四氢噻喃-4-酮 羟甲基噻喃酮 pyrrolidine-amide tetrahydrothiopyran-4-one hydroxymethyl thianone
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  • 1Hai-Hong Li,Yan-Hong He,Zhi Guan.Protease-catalyzed direct aldol reaction[J].Catalysis Communications.2010(7) 被引量:1

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