有機催化 2-吡啶酮與 苯甲醯丙烯酸乙酯進 行具鏡像選擇之加成反應

Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/80443

Title:	有機催化 2-吡啶酮與苯甲醯丙烯酸乙酯進行具鏡像選擇之加成反應
Authors:	吳昱諄;Wu, Yu-Chun
Contributors:	化學學系
Keywords:	有機催化;2-吡啶酮
Date:	2019-08-22
Issue Date:	2019-09-03 14:32:06 (UTC+8)
Publisher:	國立中央大學
Abstract:	以辛可寧衍生出的掌性催化劑促成多種2-吡啶酮與a,b-不飽和酮進行不對稱1,4 加成反應，其中以辛可寧的方醯胺衍生物可以得到高產率及鏡像選擇性，產率可達98%，鏡像選擇性可達99%。並且應用 2-吡啶酮與苯甲醯丙烯酸乙酯進行麥可加成反應後的產物，可以合成出具有光學活性的人類鼻病毒3C 蛋白酶抑制劑前驅物。;The enantioselective organocatalytic aza-Michael addition of 2-hydroxypyridines (pyridin-2(1H)-ones) to a,b-unsaturated 1,4-diones to yield chiral N-substituted 2-pyridones is reported. The reactions were optimized by the choice of solvents and screening a series of cinchonine catalysts to achieve good yields and enantioselectivities (up to 98% yield and >99% ee). Finally using Michael product completed the synthesis to precursor of Human Rhinovirus 3C Protease Inhibitors through a series of reaction.
Appears in Collections:	[Graduate Institute of Chemistry] Electronic Thesis & Dissertation

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