{"id":25617,"date":"2018-10-15T18:17:17","date_gmt":"2018-10-16T01:17:17","guid":{"rendered":"https:\/\/hepatochem.com\/photocatalytic-three-component-umpolung-synthesis-of-13-diamines\/"},"modified":"2018-10-15T18:17:17","modified_gmt":"2018-10-16T01:17:17","slug":"photocatalytic-three-component-umpolung-synthesis-of-13-diamines","status":"publish","type":"post","link":"https:\/\/hepatochem.com\/euro\/photocatalytic-three-component-umpolung-synthesis-of-13-diamines\/","title":{"rendered":"Photocatalytic Three-Component Umpolung Synthesis of 1,3-Diamines"},"content":{"rendered":"

[et_pb_section fb_built=”1″ admin_label=”section” _builder_version=”4.16″ global_colors_info=”{}” theme_builder_area=”post_content”][et_pb_row admin_label=”row” _builder_version=”4.16″ background_size=”initial” background_position=”top_left” background_repeat=”repeat” global_colors_info=”{}” theme_builder_area=”post_content”][et_pb_column type=”4_4″ _builder_version=”4.16″ custom_padding=”|||” global_colors_info=”{}” custom_padding__hover=”|||” theme_builder_area=”post_content”][et_pb_text admin_label=”Text” _builder_version=”4.20.4″ background_size=”initial” background_position=”top_left” background_repeat=”repeat” hover_enabled=”0″ global_colors_info=”{}” theme_builder_area=”post_content” sticky_enabled=”0″]<\/p>\n

\"\"Abstract<\/strong><\/p>\n

A visible-light-mediated photocatalytic umpolung synthesis of 1,3-diamines from in situ-generated imines and dehydroalanine derivatives is described. Pivoting on a key nucleophilic addition of photocatalytically generated \u03b1-amino radicals to electron-deficient alkenes, this three-component coupling reaction affords 1,3-diamines efficiently and diastereoselectively. The mild protocol tolerates a wide variety of functionalities including heterocycles, pinacol boronates, and aliphatic chains. Application to biologically relevant \u03b1-amino-\u03b3-lactam synthesis and extension to 1,3-aminoalcohols is also demonstrated.<\/p>\n

Authors:<\/strong> Thomas Rossolini, <\/span>Jamie A. Leitch, Rachel Grainger, Darren J. Dixon*<\/strong><\/p>\n

Link:<\/strong> https:\/\/pubs.acs.org\/doi\/abs\/10.1021\/acs.orglett.8b02923<\/a><\/p>\n

[\/et_pb_text][\/et_pb_column][\/et_pb_row][\/et_pb_section]<\/p>\n","protected":false},"excerpt":{"rendered":"

Abstract A visible-light-mediated photocatalytic umpolung synthesis of 1,3-diamines from in situ-generated imines and dehydroalanine derivatives is described. Pivoting on a key nucleophilic addition of photocatalytically generated \u03b1-amino radicals to electron-deficient alkenes, this three-component coupling reaction affords 1,3-diamines efficiently and diastereoselectively. The mild protocol tolerates a wide variety of functionalities including heterocycles, pinacol boronates, and aliphatic […]<\/p>\n","protected":false},"author":1,"featured_media":25618,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_et_pb_use_builder":"on","_et_pb_old_content":"\n\"\"Abstract<\/strong>\r\n\r\nA visible-light-mediated photocatalytic umpolung synthesis of 1,3-diamines from in situ-generated imines and dehydroalanine derivatives is described. Pivoting on a key nucleophilic addition of photocatalytically generated \u03b1-amino radicals to electron-deficient alkenes, this three-component coupling reaction affords 1,3-diamines efficiently and diastereoselectively. The mild protocol tolerates a wide variety of functionalities including heterocycles, pinacol boronates, and aliphatic chains. Application to biologically relevant \u03b1-amino-γ-lactam synthesis and extension to 1,3-aminoalcohols is also demonstrated.\r\n\r\nAuthors:<\/strong> Thomas Rossolini, <\/span>Jamie A. Leitch, Rachel Grainger, Darren J. Dixon*<\/strong>\r\n\r\nLink:<\/strong> https:\/\/pubs.acs.org\/doi\/abs\/10.1021\/acs.orglett.8b02923<\/a><\/body><\/html>\n","_et_gb_content_width":"","_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_feature_clip_id":0,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_post_was_ever_published":false},"categories":[680],"tags":[],"class_list":["post-25617","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-featured-articles"],"yoast_head":"\nPhotocatalytic Three-Component Umpolung Synthesis of 1,3-Diamines<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/hepatochem.com\/euro\/photocatalytic-three-component-umpolung-synthesis-of-13-diamines\/\" \/>\n<meta name=\"twitter:label1\" 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