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150金幣求英文翻譯修改，謝絕翻譯軟件，翻譯較好追加金幣～～～救急～～～ 摘 要 利用Mitsunobu反應構(gòu)建新的化學鍵在有機合成化學中占據(jù)了極其重要的地位，如C-O，C-N，C-S，C-C 等化學鍵的構(gòu)建，并且其具有反應條件溫和、產(chǎn)率高等優(yōu)點。同時，若手性醇參與反應，則所得產(chǎn)物中醇羥基所連的手性碳原子的絕對構(gòu)型將會發(fā)生翻轉(zhuǎn)。因此，自1967年被發(fā)現(xiàn)至今，該反應已經(jīng)被廣泛應用于多種天然產(chǎn)物的全合成以及有機合成中官能團的轉(zhuǎn)化。本論文的主要研究內(nèi)容包括以下三部分： 第一部分是有關(guān)Mitsunobu反應的綜述，其中主要介紹了該反應在構(gòu)建C-O，C-C，C-N，C-S等化學鍵以及其在天然產(chǎn)物和藥物全合成中的應用。 第二部分主要研究了Mitsunobu反應在選擇性烷基化中的應用。我們以兒茶酚類化合物如3,4-二羥基苯甲醛、3,4-二羥基苯甲酸甲酯、3,4,5-三羥基苯甲酸甲酯以及3,4-二羥基苯腈為底物，分別與苯甲醇、烯丙醇、甲醇、正丁醇、苯乙醇和對甲氧基苯甲醇發(fā)生Mitsunobu選擇性烷基化反應，得到了一系列單烷基化產(chǎn)物，產(chǎn)率均在70%以上。以上單烷基化產(chǎn)物的結(jié)構(gòu)均通過NMR、MS及IR進行表征分析得到證實。該方法操作簡便、反應較為快捷、反應條件溫和、選擇性好、產(chǎn)率高，為兒茶酚類化合物的選擇性烷基化衍生物的合成提供了一種簡捷實用的新方法。 第三部分中主要研究了異戊烯基查爾酮42和43的全合成。我們以2,4-二羥基苯乙酮為原料，利用Mitsunobu選擇性烷基化反應得到中間體33，另對3,4-二羥基苯甲醛進行選擇性烷基化得到單烷基化產(chǎn)物8，中間體33和化合物8在堿催化下進行醛酮縮合反應，最終得到天然查爾酮42；將對羥基苯甲醛在Mitsunobu 條件下進行烷基化，得到中間體41，化合物33和41在堿催化下進行醛酮縮合反應得到目標產(chǎn)物43。 關(guān)鍵詞：Mitsunobu反應；選擇性；烷基化；應用研究 論文類型：應用研究 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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★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ...
愛與雨下: 金幣+2 2012-05-17 21:34:53
sltmac: 金幣+50, 翻譯EPI+1 2012-05-31 08:52:15
愛與雨下: 金幣+2 2012-05-17 21:34:53
sltmac: 金幣+50, 翻譯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樓2012-05-17 14:38:22
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★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ★ ...
Mally89: 金幣+2, 感謝應助！~歡迎常來！~好運！~吼吼！~\(^o^)/~ 2012-05-19 19:09:20
sltmac: 金幣+50 2012-05-31 08:52:21
Mally89: 金幣+2, 感謝應助！~歡迎常來！~好運！~吼吼！~\(^o^)/~ 2012-05-19 19:09:20
sltmac: 金幣+50 2012-05-31 08:52:21
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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樓2012-05-19 13:14:36
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