aldehyde condensation
- aldehyde condensation的基本解释
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[化] 醛醇缩合, 醛缩作用
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Subsequently,enol methylation of P in basic condition completed the synthesis of malyngamide O.Applied this route to the synthesis of malyngamides Q and R,the chiral unsaturated acid was connected with the vinyl chloride part by amidation,then the resulting product was converted into the corresponding aldehyde,followed by aldol condensation of the aldehyde with the chlorotitanium enolate of pyrrolidone to complete the skeleton of malyngamides Q and R,then the synthesis of them was completed via enol methylation in acid condition.
该合成路线拓展应用到malyngamides Q和R的合成时,首先用酰胺键将手性不饱和脂肪酸和烯氯片段连接,再转化成相应的醛,与乙酰基吡咯酮进行TiCl_4催化的aldol反应即得到malyngamides Q和R的骨架结构,再经过酸催化的烯醇甲基化反应完成了Q和R的全合成。
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The first synthetic route uses 1,2,4-trimethoxybenzene and chloroacetonitrile in forming 2,4,5-trimethoxy-a-chlor-acetophenone under the anhydrous condition, then the intermediate condensates with papaverine forming the core pyrro[2,l-a]isoquinoline, followed by formation and lactonization to form the lactone ring. The second synthetic route uses prepared aldehyde with prepared ethyl nitroacetate by Knoevenagel condensation to obtain 2-Nitro-3-(2,4,5-tris-methoxy-phenyl)-acrylic acid ethyl ester and 2-Nitro-3-(2,4,5-tris-benzyloxy -phenyl)-acrylic acid ethyl ester etal intermediates. The lamellarin skeleton could arise from condensation of the papaverine and these intermediates by Michael reaction, the ester group is provided for subsequent lactonization. The third synthetic route uses coumarin or indan-l,3-dione derivatives and papaverine to form lamellarin under basic conditions.
第一条路线首先从1,2,4-三甲氧基苯出发与卤乙腈作用合成卤代芳酮中间体,然后与罂粟碱反应合成开链片螺素,最后经乙酰化、去保护、成内酯环得到片螺素;第二条路线由制备的芳醛和制备的硝基乙酸乙酯经缩合得到2-硝基-3-芳基丙烯酸乙酯,然后由该中间体与罂粟碱反应,在完成关环的同时也引入酯基,最后去保护、成内酯环得到片螺素;第三条路线是由香豆素或茚二酮出发,经溴代后的中间体与罂粟碱反应,得到片螺素的基本框架。
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Papers in the experimental part of our literature considered on the basis of the experimental exploration, and podophyllotoxin intermediates with the structural characteristics of a simple pepper aldehyde as the starting material,α,β-unsaturated carbonyl compounds are selective reduction lithium aluminum hydrogen reduction reaction as the key steps to have the Knoevenagel condensation, peracetic acid epoxy between chlorine and alkaline hydrogen peroxide epoxy, DCC condensation esterification reaction of the three podophyllotoxin intermediates.
论文实验部分我们在综合考虑文献的基础上,经过实验摸索,并结合鬼臼毒素中间体的结构特点以简单的胡椒醛为起始原料,对α,β-不饱和羰基化合物具有选择性还原的锂铝氢还原反应为关键步骤,先后经过Knoevenagel缩合,间氯过氧苯甲酸环氧化,碱性过氧化氢环氧化,DCC缩合酯化等反应合成了3个鬼臼毒素中间体。
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aldol condensation:醇醛缩合
aldehyde 醛;乙醛 | aldol condensation 醇醛缩合 | aldol 丁间醇醛