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掌性1,3-二㗁環戊-4-酮輔助基應用於 (+)-Cinatrin C3 之不對稱合成研究
Thesis

掌性1,3-二㗁環戊-4-酮輔助基應用於 (+)-Cinatrin C3 之不對稱合成研究

姚冠任
Masters, 國立清華大學, 化學系所
2016

Abstract

有機合成 環戊四酮 不對稱合成 全合成 樟腦 organic synthesis dioxolanone asymmetric synthesis total synthesis camphor
Abstract This thesis dealt with the application of camphor-derived 1,3-dioxolan-4-one 101 in the synthesis of Cinatrin Family. Asymmetric Michael addition of 101 with methyl crotonate followed by α-hydroxylation with saccharin-type Davis reagent, then spontaneous lactonization gave highly functionalized lactone 104. Lactone 104 underwent olefin metathesis with 1-undecene in presence of second generation Grubbs catalyst to give lactone 108. Lactone 108 is an important precursor for the synthesis of nature product (+)-Cinatrin C3.

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