{"id":141,"date":"2021-11-25T15:44:39","date_gmt":"2021-11-25T06:44:39","guid":{"rendered":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/?p=141"},"modified":"2021-11-25T15:55:29","modified_gmt":"2021-11-25T06:55:29","slug":"diastereodivergent-henry-reaction-for-the-stereoselective-construction-of-nitrogen-containing-tetrasubstituted-carbons-application-to-total-synthesis-of-manzacidins-a-and-c","status":"publish","type":"post","link":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/archives\/141","title":{"rendered":"Diastereodivergent Henry Reaction for the Stereoselective Construction of Nitrogen-Containing Tetrasubstituted Carbons: Application to Total Synthesis of Manzacidins A and C"},"content":{"rendered":"\n<p>Takayuki Kudoh, Yuya Araki, Natsumi Miyoshi, Mizuho Tanioka, and Akira Sakakura*&nbsp;<br><em>Asian J. Org. Chem.<\/em><strong>2017<\/strong>,&nbsp;<em>6<\/em>&nbsp;(12), 1760\u20131763.&nbsp;&nbsp;&nbsp;(Published online: Oct 19, 2017)&nbsp;<br><a href=\"https:\/\/doi.org\/10.1002\/ajoc.201700568\">DOI: 10.1002\/ajoc.201700568&nbsp;<img decoding=\"async\" src=\"http:\/\/www.cc.okayama-u.ac.jp\/~sakakura\/bioorgchem\/_src\/9141\/img20180629093542651479.png\" alt=\"LinkIcon\"><\/a><\/p>\n\n\n\n<figure class=\"wp-block-image size-full\"><img loading=\"lazy\" decoding=\"async\" width=\"400\" height=\"329\" src=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/manzacidins_ac.png\" alt=\"\" class=\"wp-image-142\" srcset=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/manzacidins_ac.png 400w, http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/manzacidins_ac-300x247.png 300w\" sizes=\"auto, (max-width: 400px) 100vw, 400px\" \/><\/figure>\n\n\n\n<p>\u03b2,\u03b2-Disubstituted \u03b2-amino alcohols has been synthesized in a diastereodivergent manner from chiral secondary nitroalkanes as starting materials. &nbsp;In this key Henry reaction, the use of different protecting groups resulted in the diastereoselective construction of the tetrasubstituted carbon stereocenter with different configuration. &nbsp;Based on this methodology, a total synthesis of manzacidins A and C has been achieved.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Takayuki Kudoh, Yuya Araki, Natsumi Miyoshi, Mizuho Tanioka, and Akira Sakakura*&nbsp;Asian J. Org. Chem.2017, [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":142,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"vkexunit_cta_each_option":"","footnotes":""},"categories":[6],"tags":[],"class_list":["post-141","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\/141","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=141"}],"version-history":[{"count":2,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/141\/revisions"}],"predecessor-version":[{"id":256,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/141\/revisions\/256"}],"wp:featuredmedia":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media\/142"}],"wp:attachment":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media?parent=141"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/categories?post=141"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/tags?post=141"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}