{"id":154,"date":"2023-02-11T22:51:44","date_gmt":"2023-02-11T14:51:44","guid":{"rendered":"https:\/\/www.yuanxustudy.cn\/?p=154"},"modified":"2023-02-12T02:59:40","modified_gmt":"2023-02-11T18:59:40","slug":"dual-csp3-%e2%88%92h-functionalization-of-cyclic-ethers-via-singlet-oxygenmediated-ring-opening-and-ring-closing","status":"publish","type":"post","link":"https:\/\/www.yuanxustudy.cn\/?p=154","title":{"rendered":"Dual C(sp3 )\u2212H Functionalization of Cyclic Ethers via Singlet Oxygen\u0002Mediated Ring Opening and Ring Closing"},"content":{"rendered":"<p><strong>Xu Yuan<\/strong>, Xianglin Yu, Kun He, Ruihan Zhang, Weilie Xiao, Jun Lin, Zhajun Zhan*, Xiaohong Cheng*, Zhihui Shao*, and Yi Jin*<\/p>\n<p>&nbsp;<\/p>\n<h2>Abstract<\/h2>\n<p>A metal-free dual C(sp3)\u2212H bond functionalization of saturated cyclic ethers via photooxidative singlet oxygen\u0002mediated ring opening and ring closing has been developed, providing a method for generating hydrobenzofurans\/pyrans\/dioxins. Mechanistic studies have confirmed that ring-opening intermediates were effectively generated by singlet oxygen\u0002mediated C(sp3)\u2212H activation and efficiently reacted with aldehydes and activated methylene compounds to form a wide array of products with high diastereoselectivities (up to &gt;95:5 dr).This study is a rare example of \u03b1,\u03b2-dual C(sp3)\u2212H bond functionalization of ethers.<\/p>\n<p><a href=\"https:\/\/doi.org\/10.1021\/acs.orglett.1c03008\">\u67e5\u770b\u6587\u732e<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>A metal-free dual C(sp3)\u2212H bond functionalization of saturated cyclic ethers via photooxidative singlet oxygen\u0002mediated ring opening and ring closing has been developed, providing a method for generating hydrobenzofurans\/pyrans\/dioxins. Mechanistic studies have confirmed that ring-opening intermediates were effectively generated by singlet oxygen\u0002mediated C(sp3)\u2212H activation and efficiently reacted with aldehydes and activated methylene compounds to form a wide array of products with high diastereoselectivities (up to >95:5 dr).This study is a rare example of \u03b1,\u03b2-dual C(sp3)\u2212H bond functionalization of ethers.<br \/>\n<a href=\"https:\/\/doi.org\/10.1021\/acs.orglett.1c03008\">\u67e5\u770b\u6587\u732e<\/a><\/p>\n","protected":false},"author":1,"featured_media":156,"comment_status":"closed","ping_status":"closed","sticky":true,"template":"","format":"standard","meta":{"site-sidebar-layout":"default","site-content-layout":"default","ast-global-header-display":"","ast-main-header-display":"","ast-hfb-above-header-display":"","ast-hfb-below-header-display":"","ast-hfb-mobile-header-display":"","site-post-title":"","ast-breadcrumbs-content":"","ast-featured-img":"","footer-sml-layout":"","theme-transparent-header-meta":"default","adv-header-id-meta":"","stick-header-meta":"","header-above-stick-meta":"","header-main-stick-meta":"","header-below-stick-meta":"","footnotes":""},"categories":[9],"tags":[11],"class_list":["post-154","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-art","tag-11"],"_links":{"self":[{"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=\/wp\/v2\/posts\/154","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=154"}],"version-history":[{"count":5,"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=\/wp\/v2\/posts\/154\/revisions"}],"predecessor-version":[{"id":284,"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=\/wp\/v2\/posts\/154\/revisions\/284"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=\/wp\/v2\/media\/156"}],"wp:attachment":[{"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=154"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=%2Fwp%2Fv2%2Fcategories&post=154"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/www.yuanxustudy.cn\/index.php?rest_route=%2Fwp%2Fv2%2Ftags&post=154"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}