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樟腦衍生之掌性β-胺基醇在催化二乙基鋅試劑對反式-查耳酮進行不對稱麥可/曼尼希串聯反應之研究
Thesis

樟腦衍生之掌性β-胺基醇在催化二乙基鋅試劑對反式-查耳酮進行不對稱麥可/曼尼希串聯反應之研究

陳安君
Masters, 國立清華大學, 化學系
2014

Abstract

樟腦衍生物 二乙基鋅 反式-查耳酮 不對稱串聯反應 champhor diethylzinc trans-chalcone asymmetric tandem reaction
The thesis dealt with the application of camphor-derived chiral ß-amino alcohol in catalytic asymmetric tandem Michael/Mannich reaction of diethylzinc to trans-chalcone. Utilizing the complex of (+)-MINBOL 6 (12.5 mol%) and Ni(acac)2 (0.5 mol%) catalyzed the enantioselective conjugate 1,4-addition of diethylzinc to trans-chalcone 12 afforded chiral zinc enolate 13. The chiral zinc enolate 13 was further reacted with imine 14a-k, which furnished Major products ß-amino ketone 4a-k (1S,2R,3S) with high enantioselectivity and good yield.

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