{"id":2643,"date":"2011-03-16T14:27:58","date_gmt":"2011-03-16T12:27:58","guid":{"rendered":"https:\/\/ospt.osi.lv\/?p=2643"},"modified":"2022-01-11T12:12:43","modified_gmt":"2022-01-11T10:12:43","slug":"asymmetric-synthesis-of-13-diamines-ii","status":"publish","type":"post","link":"https:\/\/ospt.osi.lv\/asymmetric-synthesis-of-13-diamines-ii\/","title":{"rendered":"6. Asymmetric Synthesis of 1,3-Diamines. II: Diastereoselective Reduction of Atropisomeric N\u2013tert-Butanesulfinylketimines"},"content":{"rendered":"<p>Martjuga, M.; Belyakov, S.; Liepinsh, E.; Suna, E<strong>.<\/strong> <em>J. Org. Chem. <\/em><strong>2011<\/strong><em>, 76, <\/em>2635\u20132647.<\/p>\n<p>DOI: <a href=\"http:\/\/pubs.acs.org\/doi\/abs\/10.1021\/jo1025767\" target=\"_blank\" rel=\"noopener\">10.1021\/jo1025767<\/a><\/p>\n<h4><!--more-->Abstract<\/h4>\n<p>Chiral, nonracemic <i>o<\/i>-aminobenzylamines were prepared in a highly diastereoselective reduction of atropisomeric <i>N<\/i>&#8211;<i>tert<\/i>-butanesulfinylketimines. The ortho-substituent ensures the distinct reactivity of atropisomers <b>4d<\/b>\u2212<b>f<\/b>. The free energy of activation for atropisomerization of sulfinylimines <b>4d<\/b>\u2212<b>f<\/b> in THF-<i>d<\/i><sub>8<\/sub> was determined by NMR methods to range from 70.8 to 97.9 kJ\/mol.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Martjuga, M.; Belyakov, S.; Liepinsh, E.; Suna, E. J. Org. Chem. 2011, 76, 2635\u20132647. DOI: 10.1021\/jo1025767<\/p>\n","protected":false},"author":1,"featured_media":2644,"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":[44,16],"tags":[],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/2643"}],"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=2643"}],"version-history":[{"count":1,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/2643\/revisions"}],"predecessor-version":[{"id":3979,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/2643\/revisions\/3979"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media\/2644"}],"wp:attachment":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media?parent=2643"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/categories?post=2643"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/tags?post=2643"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}