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首页> 外文期刊>ChemCatChem >Acid‐modified Halloysite Nanotubes as a Stereoselective Catalyst for Synthesis of 2 HH ‐Chromene Derivatives by the Reaction of Isopulegol with Aldehydes
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Acid‐modified Halloysite Nanotubes as a Stereoselective Catalyst for Synthesis of 2 HH ‐Chromene Derivatives by the Reaction of Isopulegol with Aldehydes

机译:酸改性的Holloysite Nanotubes作为合成2的立体选择性催化剂 h h - 用异氟醚与醛的反应衍生物

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Abstract > Acid‐modified halloysite nanotubes were used for the first time as a stereoselective catalyst for synthesis of oxygen‐containing heterocycles applying of allyl alcohol (?)‐isopulegol condensation with aldehydes to the octahydro‐2 H ‐chromenol (4 R ‐ and 4 S ‐diastereomers) as an example. The catalysts were characterized by XRF, XRD, N <sub>2</sub> ‐adsorption, FTIR with pyridine and MAS NMR methods. A high ratio of 4 R /4 S diastereomers (7.6–14.5) under mild conditions in cyclohexane was considerably exceeding previously reported results. Unprecedented selectivity (79–83?%) to 4 R isomer of thiophenyl‐substituted chromenol exhibiting high analgesic activity was achieved. An increase in stereoselectivity with a decrease in the halloysite drying temperature and catalyst acidity clearly indicates formation of 4 R diastereomer on the weak Br?nsted sites. This work is an example that control of the stereoselectivity of acid‐catalyzed organic reactions can be effectively carried out by varying water content on the aluminosilicate surface. Modified halloysite nanotubes can be considered as extremely promising catalysts for stereoselective synthesis of heterocyclic compounds. </abstract> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> <div class="translation abstracttxt"> <span class="zhankaihshouqi fivelineshidden" id="abstract"> <span>机译:</span><Abstract Type =“Main”XML:Lang =“en”> <标题类型=“main”>抽象</ title> > 首次使用酸改性的Holloysite纳米管作为合成含氧杂环的立体选择性催化剂,施用烯丙基醇(α) - 与醛醛与八氢盐-2的醛缩合 h </ i> -Chromenol(4. R </ I> - 和4. s </ i> - 作为一个例子。催化剂的特征在于XRF,XRD,n <sub> 2 </ sub> - 用吡啶和MAS NMR方法的吸附,FTIR。高比例为4 R </ I> / 4. s </ i> 在环己烷中温和条件下的非对映异构体(7.6-14.5)显着超过先前报道的结果。前所未有的选择性(79-83?%)到4 R </ I> 实现了表现出高镇痛活性的噻吩基取代的苯酚的异构体。通过霍利石干燥温度和催化剂酸度降低的立体选择性增加明显表明形成4 R </ I> 在弱br?nsted网站上的非对映异构体。该作品是通过在硅铝酸盐表面上改变水含量,可以有效地进行酸催化的有机反应的立体选择性的控制的一个例子。改性的Halloysite纳米管可被认为是用于杂环化合物的立体选择性合成的极其有前途的催化剂。 </ p> </摘要> </span> <span class="z_kbtn z_kbtnclass hoverxs" style="display: none;">展开▼</span> </div> </div> <div class="record"> <h2 class="all_title" id="enpatent33" > 著录项</h2> <ul> <li> <span class="lefttit">来源</span> <div style="width: 86%;vertical-align: text-top;display: inline-block;"> <a href='/journal-foreign-16041/'>《ChemCatChem 》</a> <b style="margin: 0 2px;">|</b><span>2018年第18期</span><b style="margin: 0 2px;">|</b> <span>共5页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Sidorenko Alexander Yu.&option=202" target="_blank" rel="nofollow">Sidorenko Alexander Yu.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Kravtsova Anna V.&option=202" target="_blank" rel="nofollow">Kravtsova Anna V.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Aho Atte&option=202" target="_blank" rel="nofollow">Aho Atte;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Heinmaa Ivo&option=202" target="_blank" rel="nofollow">Heinmaa Ivo;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Volcho Konstantin P.&option=202" target="_blank" rel="nofollow">Volcho Konstantin P.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Salakhutdinov Nariman F.&option=202" target="_blank" rel="nofollow">Salakhutdinov Nariman F.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Agabekov Vladimir E.&option=202" target="_blank" rel="nofollow">Agabekov Vladimir E.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yu.?Murzin Dmitry&option=202" target="_blank" rel="nofollow">Yu.?Murzin Dmitry;</a> </p> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zkzz" style="display: none;">展开▼</span> </div> </li> <li> <div style="display: flex;"> <span class="lefttit">作者单位</span> <div style="position: relative;margin-left: 3px;max-width: 639px;"> <div class="threelineshidden zhankaihshouqi" id="fOrgthree"> <p>Institute of Chemistry of New Materials of the National Academy of Sciences of BelarusSkaryna str 36 Minsk 220141 Belarus;</p> <p>Institute of Chemistry of New Materials of the National Academy of Sciences of BelarusSkaryna str 36 Minsk 220141 Belarus;</p> <p>?bo Akademi UniversityBiskopsgatan 8 Turku/?bo 20500 Finland;</p> <p>National Institute of Chemical Physics and BiophysicsAkadeemia tee 23 Tallinn 12618 Estonia;</p> <p>Novosibirsk Institute of Organic Chemistry of Siberian Branch of Russian Academy of SciencesLavrentjev Av. 9 Novosibirsk 630090 Russia;</p> <p>Novosibirsk Institute of Organic Chemistry of Siberian Branch of Russian Academy of SciencesLavrentjev Av. 9 Novosibirsk 630090 Russia;</p> <p>Institute of Chemistry of New Materials of the National Academy of Sciences of BelarusSkaryna str 36 Minsk 220141 Belarus;</p> <p>?bo Akademi UniversityBiskopsgatan 8 Turku/?bo 20500 Finland;</p> </div> <span class="z_kbtnclass z_kbtnclassall hoverxs" id="zhdw" style="display: none;">展开▼</span> </div> </div> </li> <li> <span class="lefttit">收录信息</span> <span style="width: 86%;vertical-align: text-top;display: inline-block;"></span> </li> <li> <span class="lefttit">原文格式</span> <span>PDF</span> </li> <li> <span class="lefttit">正文语种</span> <span>eng</span> </li> <li> <span class="lefttit">中图分类</span> <span> <a href="https://www.zhangqiaokeyan.com/clc/1186.html" title="物理化学(理论化学)、化学物理学">物理化学(理论化学)、化学物理学 ;</a></span> </li> <li class="antistop"> <span class="lefttit">关键词</span> <p style="width: 86%;vertical-align: text-top;"> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=halloysite&option=203" rel="nofollow">halloysite;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=nanotubes&option=203" rel="nofollow">nanotubes;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=stereoselective catalysis&option=203" rel="nofollow">stereoselective catalysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chromene&option=203" rel="nofollow">chromene;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=acidity&option=203" rel="nofollow">acidity;</a> </p> <div class="translation"> 机译:Halloysite;纳米管;立体选择性催化;铬;酸度; 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tuijian_authcolor"> . 朱美军</a> <span> <a href="/journal-cn-3813/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 扬州职业大学学报 </a> </span> <span> . 2017</span><span> ,第003期</span> </span> </div> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/academic-journal-cn_chinese-journal-organic-chemistry_thesis/0201292128728.html">1,4-戊二烯-3-酮与异氰基乙酸乙酯的串联双迈克尔加成/环合/酰基转移反应:立体选择性合成吡咯里西啶衍生物</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . </a> <span> <a href="/journal-cn-15847/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 有机化学 </a> </span> <span> . 2009</span><span> ,第6期</span> </span> </div> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/academic-journal-cn_journal-shijiazhuang-university-applied-technology_thesis/0201232495212.html">不对称催化氢化反应中立体选择性探讨--在均相不对称催化氢化反应中,催化剂的手性膦配体结构对立体选择性的影响</a> <b>[J]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=刘跃发&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 刘跃发</a> <span> <a href="/journal-cn-3720/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 石家庄职业技术学院学报 </a> </span> <span> . 2001</span><span> ,第004期</span> </span> </div> </li> <li> <div> <b>6. </b><a class="enjiyixqcontent" href="/academic-conference-cn_meeting-25149_thesis/020221320472.html">4,6-二甲氧基嘧啶氧水杨酸(醛)类衍生物的合成</a> <b>[C]</b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=李元祥&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 李元祥</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=陈琼&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,陈琼</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=周中振&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">,周中振</a> <span> <a href="/conference-cn-25149/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 中国化工学会农药专业委员会第十二届年会 </a> <span> <span> . 2005</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020311562509.html">Bronsted酸不对称催化合成咪唑[1,2-a]四氢吡啶衍生物及丙炔酸甲酯对醛的不对称加成反应研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=许淘&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 许淘</a> <span> . 2010</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/06120107941356.html">在反应性蒸馏塔内在烷基化和烷基转移的整合方法中通过选择改性酸固体催化剂获得用于冷却处理器的烷基芳烃合成润滑油的方法</a> <b>[P]</b> . <span> 中国专利: CN105431398A </span> <span> . 2016-03-23</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/061203629025.html">固体非均相手性催化剂的合成方法及其在立体选择性反应中的应用</a> <b>[P]</b> . <span> 中国专利: CN104667972B </span> <span> . 2020.02.07</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130429407308.html">METHOD FOR PREPARING CATALYST FOR SYNTHESIS OF UNSATURATED ALDEHYDE AND UNSATURATED CARBOXYLIC ACID, CATALYST PREPARED BY THE METHOD, AND METHOD FOR SYNTHESIS OF UNSATURATED ALDEHYDE AND UNSATURATED CARBOXYLIC ACID USING THE CATALYST</a> <b>[P]</b> . <span> 外国专利: <!-- 韩国专利: --> KR100904578B1 </span> <span> . 2009-06-25</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译:合成不饱和醛和不饱和羧酸的催化剂的制备方法,用该方法制备的催化剂以及用该催化剂合成不饱和醛和不饱和羧酸的方法 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130441616896.html">METHOD FOR PREPARING CATALYST FOR SYNTHESIS OF UNSATURATED ALDEHYDE AND UNSATURATED CARBOXYLIC ACID, CATALYST PREPARED BY THE METHOD, AND METHOD FOR SYNTHESIS OF UNSATURATED ALDEHYDE AND UNSATURATED CARBOXYLIC ACID USING THE CATALYST</a> <b>[P]</b> . <span> 外国专利: <!-- 韩国专利: --> KR20040068603A </span> <span> . 2004-07-31</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译:合成不饱和醛和不饱和羧酸的催化剂的制备方法,由该方法制备的催化剂以及用该催化剂合成不饱和醛和不饱和羧酸的方法 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130442349798.html">METHOD FOR PREPARING CATALYST FOR SYNTHESIS OF UNSATURATED ALDEHYDE AND UNSATURATED CARBOXYLIC ACID, CATALYST PREPARED BY THE METHOD, AND METHOD FOR SYNTHESIS OF UNSATURATED ALDEHYDE AND UNSATURATED CARBOXYLIC ACID USING THE CATALYST</a> <b>[P]</b> . <span> 外国专利: <!-- --> SG104201A1 </span> <span> . 2004-06-21</span> </div> <p class="zwjiyix translation" style="max-width: initial;height: auto;word-break: break-all;white-space: initial;text-overflow: initial;overflow: initial;"> <span>机译:合成不饱和醛和不饱和羧酸的催化剂的制备方法,由该方法制备的催化剂以及用该催化剂合成不饱和醛和不饱和羧酸的方法 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