利用 α,β-不飽和酮類與脂肪族醛進行 Michael 加成反應合成色原烷醇衍生物之研究
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2014
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本論文利用 α,β-不飽和酮類與脂肪族醛進行 Michael 加成反應合成色原烷醇衍生物 64aa 和64ab從香豆素衍生物 57 或查爾酮衍生物 63作為起始物，所得到的產物立體位向卻會不同。舉例來說，使用香豆素衍生物 （57）作為起始物，主要產物為反式位向。但是用查耳酮衍生物 （63） 為起始物，將會得到順式位向的主要產物 (64ab)。
This thesis describes the synthesis of benzoyl-substituted chromanol derivatives from α,β-unsaturated ketones and aliphatic aldehydes via Michael addition reaction. These derivatives appear as interesting intermediates in the synthesis of various natural products and biologically active compounds. Different types of α,β-unsaturated ketones (57,63) were allowed to react with aliphatic aldehyde to obtain the same products 64aa and 64ab. It’s worth mentioning that starting from either 57 or 63 as starting material, the diastereo orientation of products were different. For example, using coumarin derivatives (57) as the starting material, the major product was obtained in anti orientation (64aa). But starting from chalcone derivatives (63), the major product was obtained with syn orientation (64ab).
This thesis describes the synthesis of benzoyl-substituted chromanol derivatives from α,β-unsaturated ketones and aliphatic aldehydes via Michael addition reaction. These derivatives appear as interesting intermediates in the synthesis of various natural products and biologically active compounds. Different types of α,β-unsaturated ketones (57,63) were allowed to react with aliphatic aldehyde to obtain the same products 64aa and 64ab. It’s worth mentioning that starting from either 57 or 63 as starting material, the diastereo orientation of products were different. For example, using coumarin derivatives (57) as the starting material, the major product was obtained in anti orientation (64aa). But starting from chalcone derivatives (63), the major product was obtained with syn orientation (64ab).
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α, β-不飽和酮類, 脂肪族醛, 色原烷醇, α, β-unsaturated ketones, aliphatic aldehydes, chromanol