Gold‐Catalyzed Atroposelective Synthesis of 1,1′‐Binaphthalene‐2,3′‐diols

摘要

Abstract > A highly atroposelective (up to 97?% ee ) Au‐catalyzed synthesis of 1,1′‐binaphthalene‐2,3′‐diols is reported starting from a range of substituted benzyl alkynones. Essential for the achievement of high enantioselectivity during the key assembly of the naphto‐3‐ol unit is the use of TADDOL‐derived α‐cationic phosphonites as ancillary ligands. Preliminary results demonstrate that the transformation of the obtained binaphthyls into axially chiral monodentate phosphines is possible without degradation of enantiopurity. </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> > 高度的AtropOSElective（高达97？％ ee </ i> 从一系列取代的苄基烷烃开始，报道Au催化合成1,1'-二氯甲苯-2,3'-二醇。在萘甲-3-OL单元的关键组件中实现高对映射性的必要性是使用Taddol衍生的α-阳离子膦酸酯作为辅助配体。初步结果表明，所得硼酸基二甲基转化为轴向手性单态膦可以在不降解对映储备的情况下进行。 </ 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14期</span><b style="margin: 0 2px;">|</b><span>共4页</span> </div> </li> <li> <div class="author"> <span class="lefttit">作者</span> <p id="fAuthorthree" class="threelineshidden zhankaihshouqi"> </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"> </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=gold catalysis&option=203" rel="nofollow">gold catalysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=biaryls&option=203" rel="nofollow">biaryls;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=cationic ligands&option=203" rel="nofollow">cationic ligands;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chiral phosphines&option=203" rel="nofollow">chiral phosphines;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=enantioselectivity&option=203" rel="nofollow">enantioselectivity;</a> </p> <div class="translation"> 机译：黄金催化;野团;阳离子配体;手性膦;对映选择性; </div> </li> </ul> </div> </div> <div class="literature cardcommon"> <div class="similarity "> <h3 class="all_title" id="enpatent66">相似文献</h3> <div class="similaritytab clearfix"> <ul> <li class="active" >外文文献</li> <li >中文文献</li> <li >专利</li> </ul> </div> <div class="similarity_details"> <ul > <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704028160733.html">Gold‐Catalyzed Atroposelective Synthesis of 1,1′‐Binaphthalene‐2,3′‐diols</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> <a href="/journal-foreign-19011/" target="_blank" rel="nofollow" class="tuijian_authcolor">Angewandte Chemie .</a> <span>2020</span><span>,第14期</span> </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：金催化的ATROPOSECTERIVE合成1,1'-二氯甲苯-2,3'-二醇</span> </p> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704018295118.html">Kinetic Resolution of 1,1'-Biaryl-2,2'-Diols and Amino Alcohols through NHC-Catalyzed Atroposelective Acylation</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Shenci Lu&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Shenci Lu,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Si Bei Poh&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Si Bei Poh,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yu Zhao&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Yu Zhao </a> <a href="/journal-foreign-19011/" target="_blank" rel="nofollow" class="tuijian_authcolor">Angewandte Chemie .</a> <span>2014</span><span>,第41期</span> </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：NHC催化的Atroposelective酰化反应的1,1'-Biaryl-2,2'-二醇和氨基醇的动力学拆分</span> </p> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/journal-foreign-detail/0704019035026.html">Facile synthesis of 6-iodo-2,2'-dipivaloyloxy-1,1'-binaphthyl, a key intermediate of high reactivity for selective palladium-catalyzed monofunctionalization of the 1,1-binaphthalene core</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Csaba Feher&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Csaba Feher,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Bela Urban&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Bela Urban,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Laszlo Urge&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Laszlo Urge </a> <a href="/journal-foreign-30441/" target="_blank" rel="nofollow" class="tuijian_authcolor">Tetrahedron letters: The International Journal for the Rapid Publication of Preliminary Communications in Organic Chemistry .</a> <span>2010</span><span>,第28期</span> </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：轻松合成6-碘-2,2'-双新戊酰氧基-1,1'-联萘，这是对钯进行选择性催化的1,1-双萘核单官能度具有高反应活性的关键中间体</span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/academic-conference-foreign_meeting-283103_thesis/0705014025085.html">Synthesis of a BINOL Derivative Fluorescent Sensor S-N, N'-(2,2'-dimethoxy-1,1'-binaphthalene-6,6'-diyl)bis (ethane-1,2-diamine)</a> <b>[C]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Chuan-Chuan XU&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Chuan-Chuan XU,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Li-Yi MO&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Li-Yi MO,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Xiao-Xia SUN&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Xiao-Xia SUN </a> <a href="/conference-foreign-283103/" target="_blank" rel="nofollow" class="tuijian_authcolor">Annual International Conference on Advanced Material Engineering .</a> <span>2017</span> </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：合成甲醇衍生荧光传感器S-N，N' - （2,2'-二甲氧基-1,1'-二苯甲酸烯 -6,6'-二基）双（乙烷-1,2-二胺）</span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/academic-degree-foreign_mphd_thesis/02061431182.html">1. 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href="/conference-cn-32729/" target="_blank" rel="nofollow" class="tuijian_authcolor"> . 1999年全国香料香精技术开发与应用学术交流会 </a> <span> <span> . 1999</span> </span> </div> </li> <li> <div> <b>7. </b><a class="enjiyixqcontent" href="/academic-degree-domestic_mphd_thesis/020313020211.html">2,3-二羟甲基-2,3-二硝基-1,4-丁二醇衍生物的合成及其应用研究</a> <b>[A] </b> <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=王娟&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor"> . 王娟</a> <span> . 2014</span> </span> </div> </li> </ul> <ul style="display: none;"> <li> <div> <b>1. </b><a class="enjiyixqcontent" href="/patent-detail/061204787479.html">一种含季碳手性1,2,5-噻唑啉酮-1,1-二氧化物和2,3-二氢-1,2,5-噻二唑-1,1-二氧化物的合成方法</a> <b>[P]</b> . <span> 中国专利： CN106608859B </span> <span> . 2021.11.19</span> </div> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/patent-detail/06120109104172.html">一种含季碳手性1,2,5-噻唑啉酮-1,1-二氧化物和2,3-二氢-1,2,5-噻二唑-1,1-二氧化物的合成方法</a> <b>[P]</b> . <span> 中国专利： CN106608859A </span> <span> . 2017-05-03</span> </div> </li> <li> <div> <b>3. </b><a class="enjiyixqcontent" href="/patent-detail/06130458544256.html">2,7'-Dimethyl-1,1'-bioaphthalene and process for preparing of 2,2'-dimethyl-1,1'-binaphthalene and 2,7'-Dimethyl-1,1'binaphthalene</a> <b>[P]</b> . <span> 外国专利：  EP0663378A1 </span> <span> . 1995-07-19</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：2,7'-二甲基-1,1'-生物萘及制备2,2'-二甲基-1,1'-联萘和2,7'-Dimethyl-1,1'-二萘的方法 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130419361471.html">PROCESS FOR THE PREPARATION OF OPTICALLY ACTIVE DERIVATIVES OF 2-(2-PYRIDYLMETHYLSULFINYL)-BENZIMIDAZOLE VIA INCLUSION COMPLEX WITH 1,1'-BINAPHTHALENE-2,2'DIOL</a> <b>[P]</b> . <span> 外国专利：  KR101246479B1 </span> <span> . 2013-03-21</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：通过与1,1'-联萘-2,2'DIOL的包合物制备2-（2-吡咯基甲基磺酰基）-苯并咪唑的光学活性衍生物的方法 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130421222387.html">4,4 ' production manner of - ji displacement 2,2' binaphthalene 1,1' diol derivative</a> <b>[P]</b> . <span> 外国专利：  JP5272578B2 </span> <span> . 2013-08-28</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：-ji置换2,2'双萘1,1'二醇衍生物的4,4'的生产方式 </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> 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