Palladium‐Catalysed C(sp3)?H Glycosylation for the Synthesis of C‐Alkyl Glycoamino Acids

Liu Yichu; Wang Yibing; Dai Wenhao; Huang Wei; Li Yingxia; Liu Hong

摘要

Abstract > We have developed a highly efficient and practical approach for palladium‐catalyzed trifluoroacetate‐promoted N‐quinolylcarboxamide‐directed glycosylation of inert β‐C(sp 3 )?H bonds of N‐phthaloyl α‐amino acids with glycals under mild conditions. For the first time, C(sp 3 )?H activation for glycosylation was achieved to build C‐alkyl glycosides. This method facilitates the synthesis of various β‐substituted C‐alkyl glycoamino acids and offers a tool for glycopeptide synthesis. </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> > 我们开发了一种高效且实用的钯催化三氟乙酸酯促进的N-喹啉基甲酰酰胺导向的惰性β-C的糖基化（SP 3 </ sup> 在温和条件下用血糖的N-酞菁α-氨基酸的H键。第一次，C（SP 3 </ sup> ）β达到糖基化的H活化以构建C-烷基甘油酯。该方法有助于合成各种β-取代的C-烷基甲酰胺氨基酸，并提供用于糖肽合成的工具。 </ 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9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"> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Liu Yichu&option=202" target="_blank" rel="nofollow">Liu Yichu;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Wang Yibing&option=202" target="_blank" rel="nofollow">Wang Yibing;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Dai Wenhao&option=202" target="_blank" rel="nofollow">Dai Wenhao;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Huang Wei&option=202" target="_blank" rel="nofollow">Huang Wei;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Li Yingxia&option=202" target="_blank" rel="nofollow">Li Yingxia;</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Liu Hong&option=202" target="_blank" rel="nofollow">Liu Hong;</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 Medicinal ChemistryFudan UniversityShanghai 201203 China;</p> <p>Key Laboratory of Receptor Research ShanghaiChinese Academy of Sciences555 Zu Chong Zhi Road Shanghai 201203 China;</p> <p>Key Laboratory of Receptor Research ShanghaiChinese Academy of Sciences555 Zu Chong Zhi Road Shanghai 201203 China;</p> <p>Key Laboratory of Receptor Research ShanghaiChinese Academy of Sciences555 Zu Chong Zhi Road Shanghai 201203 China;</p> <p>Department of Medicinal ChemistryFudan UniversityShanghai 201203 China;</p> <p>Key Laboratory of Receptor Research ShanghaiChinese Academy of Sciences555 Zu Chong Zhi Road Shanghai 201203 China;</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=α-amino acids&option=203" rel="nofollow">α-amino acids;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=C(sp3)?H activation&option=203" rel="nofollow">C(sp3)?H activation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=C-alkyl glycosides&option=203" rel="nofollow">C-alkyl glycosides;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=diastereoselectivity&option=203" rel="nofollow">diastereoselectivity;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=palladium&option=203" rel="nofollow">palladium;</a> </p> <div class="translation"> 机译：α-氨基酸;C（SP3）？H激活;C-烷基甘油酯;非对施胶;钯; </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/0704028161794.html">Palladium‐Catalysed C(sp3)?H Glycosylation for the Synthesis of C‐Alkyl Glycoamino Acids</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Liu Yichu&option=202" target="_blank" rel="nofollow" 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