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□酚酮類化合物之合成
Thesis

□酚酮類化合物之合成

黃冠勳
Masters, 國立清華大學, 化學系
2008

Abstract

□酚酮 與掩飾鄰苯醌 □酮類化合物 Corey-Chaykovsky
Abstract The derivatives of tropolone and tropone with various substituted groups are seven-membered-ring nonbenzenoid aromatic compounds some natural products contain such moieties. Furthermore, troponoids have fascinating biological activities such as antiviral, antitumor, and antioxidant. According to our research, the cyclopropanation reactions of MOBs to give bicyclo[4.1.0]heptenone skeletons were successful with 1 eq. of Corey-Chaykovsky reagent (CCR). The acid hydrolysis of dimethoxyketal follow by ring enlargement with lewis acid provided desired tropolones. Moreover, epoxide derivatives of bicycle[4.1.0]heptenones which were obtained when 2 eq. of CCR reacted with MOBs gave cycloheptatriene derivatives, a potential precursor to tropone upon treatment with silica gel.

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