{"id":3751,"date":"2020-06-13T13:34:33","date_gmt":"2020-06-13T11:34:33","guid":{"rendered":"https:\/\/ospt.osi.lv\/?p=3751"},"modified":"2024-01-05T19:17:54","modified_gmt":"2024-01-05T17:17:54","slug":"preparative-scale-synthesis-of-functionalized-bioxazole","status":"publish","type":"post","link":"https:\/\/ospt.osi.lv\/preparative-scale-synthesis-of-functionalized-bioxazole\/","title":{"rendered":"29. Preparative scale synthesis of functionalized bioxazole"},"content":{"rendered":"

[vc_row][vc_column][vc_column_text]Kazak, M.; Vasilevska, A.; Suna, E. Chem. Heterocycl. Comp. <\/em>2020<\/strong>, 56<\/em>, 355\u2013364.<\/p>\n

DOI: 10.1007\/s10593-020-02667-8<\/a><\/p>\n

<\/p>\n

Abstract<\/h4>\n

Seven-step preparative scale synthesis of chiral, enantiomerically pure 2′-aminomethyl-2,4′-bioxazole has been accomplished from L-tert-Leu. The 2,4′-bioxazole subunit can be functionalized at position C-5′ by a regioselective lithiation, followed by the reaction with a suitable electrophile. The C-5′-lithium intermediate can be also transmetalated into organozinc species and used in Pd-catalyzed Negishi cross coupling.<\/p>\n

[\/vc_column_text][\/vc_column][\/vc_row]<\/p>\n<\/div>","protected":false},"excerpt":{"rendered":"

[vc_row][vc_column][vc_column_text]Kazak, M.; Vasilevska, A.; Suna, E. Chem. Heterocycl. Comp. 2020, 56, 355\u2013364. DOI: 10.1007\/s10593-020-02667-8<\/p>\n","protected":false},"author":1,"featured_media":3757,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"image","meta":{"_exactmetrics_skip_tracking":false,"_exactmetrics_sitenote_active":false,"_exactmetrics_sitenote_note":"","_exactmetrics_sitenote_category":0,"footnotes":""},"categories":[39,16],"tags":[],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3751"}],"collection":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/comments?post=3751"}],"version-history":[{"count":1,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3751\/revisions"}],"predecessor-version":[{"id":4002,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3751\/revisions\/4002"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media\/3757"}],"wp:attachment":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media?parent=3751"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/categories?post=3751"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/tags?post=3751"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}