Polyketide Cyclizations for the Synthesis of Polyaromatics

F?seke Vincent C.; Raps Felix C.; Sparr Christof

摘要

Abstract >The folding and cyclization of poly‐β‐carbonyl chains controlled by the intricate enzymatic polyketide synthase machinery results in a remarkable diversity of aromatic natural products. Synthetic methods that allow for the preparation of highly reactive polyketide chains while governing their folding in ensuing cyclizations likewise lead to versatile divergent preparations of aromatic scaffolds valuable for numerous applications. Although biomimetic polyketide cyclizations have repeatedly been applied in the total synthesis of polyphenol natural products, their utility for the preparation of the broad range of polyaromatic architectures has yet to reach its full potential. This Minireview highlights some of the virtues of applying polyketide logic to the retrosynthetic analysis of polycyclic aromatic scaffolds, the increasing accessibility of precursors, and the potential of small‐molecule catalysts for controlling polyketide cyclizations to provide polyaromatic scaffolds. </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> [p>复杂酶促聚酮合酶机械控制的聚β-羰基链的折叠和环化导致芳香族天然产物的显着多样性。合成方法，其允许制备高反应性聚酮链，同时控制它们在随后的环化方面的折叠，同样导致芳香支架的通用性散发性，对许多应用有价值的芳香支架。尽管在多酚天然产物的总合成中彼此反复应用仿生聚酮化酮环化，但它们的效用用于制备广泛的多芳族架构尚未达到其全部潜力。该密西神出突出了将聚酮逻辑施加到多环芳烃支架的逆转分析的一些优点，前体的增加可达性以及用于控制聚酮化合物环化的小分子催化剂提供聚芳族支架。</ 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-19011/'>《Angewandte Chemie》</a> <b style="margin: 0 2px;">|</b><span>2020年第18期</span><b style="margin: 0 2px;">|</b><span>共9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=F?seke Vincent C.&option=202" target="_blank" rel="nofollow">F?seke Vincent C.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Raps Felix C.&option=202" target="_blank" rel="nofollow">Raps Felix C.;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Sparr Christof&option=202" target="_blank" rel="nofollow">Sparr Christof;</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>Department of ChemistryUniversity of BaselSt. Johanns-Ring 19 4056 Basel Switzerland;</p> <p>Department of ChemistryUniversity of BaselSt. Johanns-Ring 19 4056 Basel Switzerland;</p> <p>Department of ChemistryUniversity of BaselSt. Johanns-Ring 19 4056 Basel Switzerland;</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/1188.html" title="应用化学">应用化学;</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=aldol chemistry&option=203" rel="nofollow">aldol chemistry;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=atropisomers&option=203" rel="nofollow">atropisomers;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=biosynthesis&option=203" rel="nofollow">biosynthesis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=cyclization&option=203" rel="nofollow">cyclization;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=polyketides&option=203" rel="nofollow">polyketides;</a> </p> <div class="translation"> 机译：aldol化学;无制;生物合成;环化;聚酮基; 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href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=吴运凯&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 吴运凯</a> <span> . 2019</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061202175098.html">一种芳基叠氮化物及芳基1,2,3三唑类螺环化合物的合成方法</a> <b>[P]</b> . <span> 中国专利： CN103980283B </span> <span> . 2016.08.17</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120102578098.html">一种芳基叠氮化物及芳基1,2,3三唑类螺环化合物的合成方法</a> <b>[P]</b> . <span> 中国专利： CN103980283A </span> <span> . 2014-08-13</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130440123572.html">Isolated or recombinant nucleic acid molecule, isolated polypeptide, nucleic acid construction, methods of modifying a parental polyketide synthase, modifying a parental borrelidine polyketide synthase, enhancing the ability of a host cell to produce borrelidine, or a borrelidine derivative or analog in a host cell, of modifying a host cell, of producing a modified borrelidine polyketide or derivative thereof in a host cell and synthesis of polyketide, vector, host cell, and, compound</a> <b>[P]</b> . <span> 外国专利：  BR0317118A </span> <span> . 2005-10-25</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：分离的或重组的核酸分子，分离的多肽，核酸结构，修饰亲本聚酮化合物合酶，修饰亲本硼联吡啶聚酮化合物合酶，增强宿主细胞在宿主细胞中产生硼联吡啶或硼联吡啶衍生物或类似物的能力的方法，修饰宿主细胞，在宿主细胞中产生修饰的硼瑞啶聚酮化合物或其衍生物，以及聚酮化合物，载体，宿主细胞和化合物的合成 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130452581418.html">RECOMBINANT PRODUCTION OF NOVEL POLYKETIDES AND POLYKETIDE SYNTHASES USING A HOST VECTOR SYSTEM AND A COMBINATORIAL BIOSYNTHESIS OF POLYKETIDES</a> <b>[P]</b> . <span> 外国专利：  NZ310729A </span> <span> . 1999-09-29</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：使用宿主矢量系统重组生产新型多聚酮和多聚酮合酶，以及多聚酮的组合生物合成 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130430364596.html">A MODULAR POLYKETIDE SYNTHASE AND CELL-FREE SYNTHESIS OF POLYKETIDES USING THE SAME</a> <b>[P]</b> . <span> 外国专利：  IL122859B </span> <span> . 2009-05-04</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：模块化多聚核苷酸合成酶和无细胞合成方法 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: auto;display:none"> <h3 class="all_title" id="enpatent55">相关主题</h3> <ul id="subject"> </ul> </div> </div> </div> </div> <div class="right rightcon"> <div class="details_img cardcommon clearfix" style="margin-bottom: 10px;display:none;" > </div> </div> </div> <div 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