Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations

摘要

Abstract >Chemical transformations that install heteroatoms into C?H bonds are of significant interest because they streamline the construction of value‐added small molecules. Direct C?H oxyfunctionalization, or the one step conversion of a C?H bond to a C?O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single‐flask photoredox/enzymatic process for direct C?H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations. </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> >将杂原子安装成C'h键的化学转化是有意义的兴趣，因为它们简化了增值小分子的构建。直接C？H氧官能化，或者C'H键的一个步骤转化为C 2 O键，可能是由于药物和天然产品中所得对苯丙胺醇的患病率的患病率是高度实现的转化。在这里，我们报告了单瓶烧瓶光毒剂/酶法，用于直接C-H羟基化，其具有宽的反应性，化学选择性和对映选择性。该统一的策略推进了Photoreox General Photoreox和酶促催化协同作用，使化学酶方法能够进行强大和选择性氧化转化。</ 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>2019年第46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"> </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=C?H oxidation&option=203" rel="nofollow">C?H oxidation;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chemoenzymatic catalysis&option=203" rel="nofollow">chemoenzymatic catalysis;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=chiral alcohols&option=203" rel="nofollow">chiral alcohols;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=ketoreductase&option=203" rel="nofollow">ketoreductase;</a> <a style="color: #3E7FEB;" href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=photoredox catalysis&option=203" rel="nofollow">photoredox catalysis;</a> </p> <div class="translation"> 机译：C？H氧化;化学酶催化;手性醇;ketoOnuctase;Photoreox催化作用; </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/0704028164714.html">Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations</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>2019</span><span>,第46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：合并光学毒剂/酶C？H苄基羟基</span> </p> </li> <li> <div> <b>2. </b><a class="enjiyixqcontent" href="/academic-journal-foreign_detail_thesis/0204114313402.html">Enantioselective synthesis of amines by combining photoredox and enzymatic catalysis in a cyclic reaction network</a> <b>[J]</b> . <span> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Xingwei Guo&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Xingwei Guo,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Yasunori Okamoto&option=202" target="_blank" rel="nofollow" class="tuijian_auth tuijian_authcolor">Yasunori Okamoto,</a> <a href="/search.html?doctypes=4_5_6_1-0_4-0_1_2_3_7_9&sertext=Mirjam R. 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<span>机译：获得邻二酚的方法，涉及在相对于羟基的邻位进行单酚的羟基化，并且在硼酸盐缓冲液的存在下，酪氨酸酶酶促单酚的羟基化。 </span> </p> </li> <li> <div> <b>4. </b><a class="enjiyixqcontent" href="/patent-detail/06130403731847.html">ENZYMATIC HYDROXYLATION OF ALIPHATIC HYDROCARBON</a> <b>[P]</b> . <span> 外国专利：  CA2794387C </span> <span> . 2019-02-19</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：脂肪烃的酶羟基氧化 </span> </p> </li> <li> <div> <b>5. </b><a class="enjiyixqcontent" href="/patent-detail/06130404289600.html">Enzymatic Hydroxylation of Aliphatic Hydrocarbon</a> <b>[P]</b> . <span> 外国专利：  US2019153480A1 </span> <span> . 2019-05-23</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：脂肪烃的酶促羟基化 </span> </p> </li> </ul> </div> </div> </div> <div class="theme cardcommon" style="overflow: 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