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150金币求英文翻译修改，谢绝翻译软件，翻译较好追加金币～～～救急～～～ 摘 要 利用Mitsunobu反应构建新的化学键在有机合成化学中占据了极其重要的地位，如C-O，C-N，C-S，C-C 等化学键的构建，并且其具有反应条件温和、产率高等优点。同时，若手性醇参与反应，则所得产物中醇羟基所连的手性碳原子的绝对构型将会发生翻转。因此，自1967年被发现至今，该反应已经被广泛应用于多种天然产物的全合成以及有机合成中官能团的转化。本论文的主要研究内容包括以下三部分： 第一部分是有关Mitsunobu反应的综述，其中主要介绍了该反应在构建C-O，C-C，C-N，C-S等化学键以及其在天然产物和药物全合成中的应用。 第二部分主要研究了Mitsunobu反应在选择性烷基化中的应用。我们以儿茶酚类化合物如3,4-二羟基苯甲醛、3,4-二羟基苯甲酸甲酯、3,4,5-三羟基苯甲酸甲酯以及3,4-二羟基苯腈为底物，分别与苯甲醇、烯丙醇、甲醇、正丁醇、苯乙醇和对甲氧基苯甲醇发生Mitsunobu选择性烷基化反应，得到了一系列单烷基化产物，产率均在70%以上。以上单烷基化产物的结构均通过NMR、MS及IR进行表征分析得到证实。该方法操作简便、反应较为快捷、反应条件温和、选择性好、产率高，为儿茶酚类化合物的选择性烷基化衍生物的合成提供了一种简捷实用的新方法。 第三部分中主要研究了异戊烯基查尔酮42和43的全合成。我们以2,4-二羟基苯乙酮为原料，利用Mitsunobu选择性烷基化反应得到中间体33，另对3,4-二羟基苯甲醛进行选择性烷基化得到单烷基化产物8，中间体33和化合物8在碱催化下进行醛酮缩合反应，最终得到天然查尔酮42；将对羟基苯甲醛在Mitsunobu 条件下进行烷基化，得到中间体41，化合物33和41在碱催化下进行醛酮缩合反应得到目标产物43。 关键词：Mitsunobu反应；选择性；烷基化；应用研究 论文类型：应用研究 Abstract Mitsunobu reaction has become a powerful method for the introduction of novel functional groups such as C-O, C-N, C-S and C-C bonds, and it provides several advantage such as work-up procedure, shorter reaction time, milder conditions and high yied. At the same time, with the chiral alcohols take part in a chemical reaction, the absolute configuration of chiral carbon bonded to alcoholic hydroxyl groups will occur inversion of the product. Since it discovery in 1967 by Professor Oyo Mitsunobu, this reaction has widely used in the total synthesis of various natural products and transformtaion of the functional group conversion. The thesis consists of the following three parts: First part focuses on the recent development of the Mitsunobu reaction, including the Mitsunobu reaction to construct the chemical bonds of C-O, C-C, C-N and C-S, as well as its application in the total synthesis of natural products and drug is reviewed. In chapter 2 mainly studies the application of the Mitsunobu reaction in the selective alkylation. Catechol compounds such as 3,4-dihydroxybenzaldehyde, methyl 3,4-dihydroxybenzoate, methyl gallate and 3,4-dihydroxy benzonitrile have been used as substrate react with benzyl alcohol, allyl alcohol, methanol, butanol, phenethyl alcohol and 4-methoxybenzyl alcohol under Mitsunobu reaction conditions for selective alkylation have been a series of single alkylation product, production rate in more than 70%. The structures of the products were confirmed by NMR, MS and IR. The result indicate that this method is bestowed with several merits ,such as simplicity in operation, high conversions and yields, short reaction time and milder conditions. This novel method proved feasible in synthesis of the regioselective alkylation derivatives of catechols. In chapter 3, a concise and efficient route for the total synthesis of natural chalcone 42 and 43 was presented. We have synthesized the intermediate 33 by Mitsunobu reaction from the material of 2',4'-dihydroxyacetophenone, the synthesis of single alkylation product 8 was accomplished starting form 3,4-dihydroxy benzaldehyde via selective alkylation, intermediate 33 and compound 8 via the base-catalyzed condensation reaction, obtained the desired product 42; The synthesis of intermediate 41 under Mitsunobu conditions the 4-hydroxybenzoate has been selectively alkylation, compounds 33 and 41 in the alkali-catalyzed condensation reaction to get the final objective product 43. [ Last edited by lixiaod001 on 2012-5-15 at 13:34 ] |
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爱与雨下: 金币+2 2012-05-17 21:34:53
sltmac: 金币+50, 翻译EPI+1 2012-05-31 08:52:15
爱与雨下: 金币+2 2012-05-17 21:34:53
sltmac: 金币+50, 翻译EPI+1 2012-05-31 08:52:15
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修改后的： Abstract Mitsunobu reaction has become a powerful method for the introduction of novel functional groups such as C-O, C-N, C-S and C-C bonds, and it provides several advantages such as work-up procedure, shorter reaction time, milder conditions and high yield. At the same time, with the chiral alcohols taking part in a chemical reaction, the absolute configuration of the chiral carbon linked to alcoholic hydroxyl groups will reverse in the product. Since it was discovered in 1967 by Professor Oyo Mitsunobu, this reaction has been widely used in the total synthesis of various natural products and transformtaion of the functional groups. The thesis consists of the following three parts: First part focuses on the recent development of the Mitsunobu reaction, including the Mitsunobu reaction to construct the chemical bonds of C-O, C-C, C-N and C-S, as well as its application in the total synthesis of natural products and drugs. Chapter 2 mainly studies the application of the Mitsunobu reaction in the selective alkylation. Catechol compounds such as 3,4-dihydroxybenzaldehyde, methyl 3,4-dihydroxybenzoate, methyl gallate and 3,4-dihydroxy benzonitrile have been used as substrates reacting with benzyl alcohol, allyl alcohol, methanol, butanol, phenethyl alcohol and 4-methoxybenzyl alcohol under Mitsunobu reaction conditions for selective alkylation, which gave a series of single alkylation products with yields more than 70%. The structures of the products were confirmed by NMR, MS and IR. The results indicate that this method is bestowed with several merits , such as simplicity in operation, high conversions and yields, short reaction time and milder conditions. This novel method proved feasible in synthesis of the regioselectively alkylated catechols derivatives. In chapter 3, a concise and efficient route for the total synthesis of natural chalcone 42 and 43 was presented. We have synthesized the intermediate 33 by Mitsunobu reaction from 2',4'-dihydroxyacetophenone. The single alkylation product 8 was obtained from 3,4-dihydroxy benzaldehyde. Then compound 33 reacted with compound 8 giving the desired product 42 via the base-catalyzed condensation. The compound 41 was synthesized from the 4-hydroxybenzoate through Mitsunobu reaction. Target product 43 was obtained from compounds 33 and 41 by the alkali-catalyzed condensation. |
2楼2012-05-17 14:38:22
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Mally89: 金币+2, 感谢应助！~欢迎常来！~好运！~吼吼！~\(^o^)/~ 2012-05-19 19:09:20
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修改之后的： Abstract Mitsunobu reaction has become a powerful method for the introduction of novel functional groups such as C-O, C-N, C-S and C-C bonds, and it provides several advantages such as work-up procedure, shorter reaction time, milder conditions and high yield.Meanwhile, if in chiral alcohols response is the products of alcohol in the hands of hydroxyl even sex carbon atoms to absolute configuration will happen to flip. Therefore, since the 1967 years since it was first discovered the reaction has been applied to a wide range of the total synthesis of natural products and organic synthesis functional transformation. This paper, the main research contents include the following three parts: The first part is about Mitsunobu reaction are reviewed, including mainly introduced the response in constructing the C-O, C-C, C-N, C-S, etc and the chemical bonds in total synthesis of natural products and the application of drugs. The second part of the main research Mitsunobu reaction in selective alkylation of application. We with catecholamine compounds such as 3, 4-2 hydroxy benzaldehyde, 3, 4-2 hydroxy benzoic acid methyl ester, 3,4,5-three hydroxyl benzoic acid methyl ester and 3, 4-2 hydroxy kenzonitrile as the substrate, respectively with benzyl alcohol, allyl alcohol, methanol, n-butanol, benzyl ethanol and 7-hydroxy benzyl alcohol happen Mitsunobu alkylated reaction selectivity, get a series of single alkylation products, production rate were above 70%. Above single alkylation products are the structure by NMR and IR, MS characterizing the analysis to be confirmed. This method is simple, fast reaction is, mild reaction conditions and selective, high yield, catecholamine compounds for the selective alkylation of derivatives synthesis offers a new method of simple and practical. The third part of the main research isoamyl alkenyl check ketone and 42, the total synthesis of 43. We by 2, 4-2 hydroxy acetophenone as raw materials, the use Mitsunobu selective alkylation reaction get intermediates and, to the other 3, 4-2 hydroxy benzaldehyde for selective alkylation get single 8 alkylation products, intermediates and and compounds in alkali catalyst for 8 aldehydes and ketones, condensation reaction, and ultimately the natural check testosterone, 42; Will p-hydroxybenzaldehyde are in Mitsunobu conditions alkylation, get intermediates 41, 33 and 41 in alkali compounds catalyzed by condensation reaction aldehydes and ketones, get the target product 43. Key words: Mitsunobu response; Selective; Alkylation; Application research Paper types: applied research |
3楼2012-05-19 13:14:36
