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以樟腦衍生之□唑啉為掌性配位基在二乙基鋅加成反應的研究
Thesis

以樟腦衍生之□唑啉為掌性配位基在二乙基鋅加成反應的研究

楊明秀
Masters, 國立清華大學, 化學系
2004

Abstract

□唑啉 掌性配位基 二乙基鋅加成反應 不對稱加成反應 oxazolines chiral ligand asymmetric addition diethyl zinc camphor derivatives
A new class of camphor-derived oxazolines 28a-28g were prepared from ketopinic acid with various amino alcohols, followed by cyclization and then stereoselective reduction in three steps. And asymmetric addition of Et2Zn to benzaldehyde was conducted at 0oC in the presence of 5 mol% of chiral ligand 28f, (R)-1-phenylpropanol was obtained in 79% e.e. From experimental results, we found that best enantioselectivity was achieved in 89% e.e. by using 4-trifluoromethyl-benzaldehyde as reactant. However, for aliphatic aldehyde, the enantioselectivity was poor, only 48% e.e.

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