{"id":158,"date":"2021-11-25T15:43:48","date_gmt":"2021-11-25T06:43:48","guid":{"rendered":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/?p=158"},"modified":"2021-11-25T15:54:01","modified_gmt":"2021-11-25T06:54:01","slug":"enantioselective-bromocyclization-of-2-gernaylphenols-induced-by-chiral-phosphite-urea-bifunctional-catalysts","status":"publish","type":"post","link":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/archives\/158","title":{"rendered":"Enantioselective Bromocyclization of 2-Gernaylphenols Induced by Chiral Phosphite-Urea Bifunctional Catalysts"},"content":{"rendered":"\n<p>Yasuhiro Sawamura, Yoshihiro Ogura, Hidefumi Nakatsuji, Akira Sakakura* and Kazuki Ishihara*&nbsp;<br><em>Chem. Commun.<\/em><strong>2016<\/strong>,&nbsp;<em>52<\/em>&nbsp;(36), 6068\u20136071. &nbsp;(Published online: Mar 18, 2016)&nbsp;<br><a href=\"https:\/\/doi.org\/10.1039\/c6cc00229c\">DOI: 10.1039\/C6CC00229C&nbsp;<img decoding=\"async\" src=\"http:\/\/www.cc.okayama-u.ac.jp\/~sakakura\/bioorgchem\/_src\/9145\/img20180629093542651479.png\" alt=\"LinkIcon\"><\/a><\/p>\n\n\n\n<figure class=\"wp-block-image size-full is-resized\"><img loading=\"lazy\" decoding=\"async\" src=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/08\/ga-bromocycle.png\" alt=\"\" class=\"wp-image-159\" width=\"391\" height=\"512\" srcset=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/08\/ga-bromocycle.png 782w, http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/08\/ga-bromocycle-229x300.png 229w, http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/08\/ga-bromocycle-768x1006.png 768w\" sizes=\"auto, (max-width: 391px) 100vw, 391px\" \/><\/figure>\n\n\n\n<p>Chiral phosphite-urea bifunctional catalysts have been developed for the first enantioselective bromocyclization of 2-geranylphenols with&nbsp;<em>N<\/em>-bromophthalimide (NBP). &nbsp;The chiral triaryl phosphite moiety activates NBP to generate a bromophosphonium ion. &nbsp;On the other hand, the urea moiety interacts with a hydroxyl group of the substrate through hydrogen bonding interactions. &nbsp;Enantioselectivity is effectively induced through two-point attractive interactions between the catalyst and substrate.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Yasuhiro Sawamura, Yoshihiro Ogura, Hidefumi Nakatsuji, Akira Sakakura* and Kazuki Ishihara*&nbsp;Chem. Commun [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":159,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"vkexunit_cta_each_option":"","footnotes":""},"categories":[6],"tags":[],"class_list":["post-158","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-publications"],"_links":{"self":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/158","targetHints":{"allow":["GET"]}}],"collection":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/comments?post=158"}],"version-history":[{"count":2,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/158\/revisions"}],"predecessor-version":[{"id":251,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/158\/revisions\/251"}],"wp:featuredmedia":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media\/159"}],"wp:attachment":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media?parent=158"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/categories?post=158"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/tags?post=158"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}