{"id":2658,"date":"2014-03-25T14:54:16","date_gmt":"2014-03-25T12:54:16","guid":{"rendered":"https:\/\/ospt.osi.lv\/?p=2658"},"modified":"2022-01-11T12:13:20","modified_gmt":"2022-01-11T10:13:20","slug":"diastereoselective-hydroxymethylation-of-cyclic-n-tert-butanesulfinylketimines","status":"publish","type":"post","link":"https:\/\/ospt.osi.lv\/diastereoselective-hydroxymethylation-of-cyclic-n-tert-butanesulfinylketimines\/","title":{"rendered":"11. Diastereoselective Hydroxymethylation of Cyclic N\u2013tert-Butanesulfinylketimines Using Methoxymethanol as Formaldehyde Source"},"content":{"rendered":"<p>Priede, M.; Kazak, M.; Kalnins, T.; Shubin, K.; Suna, E.\u00a0<cite>J. Org. Chem.<\/cite>\u00a0<strong>2014<\/strong>,\u00a0<em>79<\/em>, 3715-3724.<\/p>\n<p>DOI: <a href=\"http:\/\/pubs.acs.org\/doi\/abs\/10.1021\/jo500506u\" target=\"_blank\" rel=\"noopener\">10.1021\/jo500506u<\/a><\/p>\n<p><!--more--><\/p>\n<h4>Abstract<\/h4>\n<p>Hydroxymethylation of cyclic <i>tert<\/i>-butanesulfinylketimine-derived lithium enamides with methoxymethanol proceeds with excellent diastereoselectivity (99:1 dr). Methoxymethanol is a stable and easy-to-handle source of anhydrous monomeric formaldehyde in the reaction with lithium enamides. Cyclic \u03b1-hydroxymethyl ketimines undergo highly diastereoselective reduction to <i>syn<\/i>&#8211; or <i>anti<\/i>-1,3-amino alcohols.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Priede, M.; Kazak, M.; Kalnins, T.; Shubin, K.; Suna, E.\u00a0J. Org. Chem.\u00a02014,\u00a079, 3715-3724. DOI: 10.1021\/jo500506u<\/p>\n","protected":false},"author":1,"featured_media":2659,"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\/2658"}],"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=2658"}],"version-history":[{"count":1,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/2658\/revisions"}],"predecessor-version":[{"id":3984,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/2658\/revisions\/3984"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media\/2659"}],"wp:attachment":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media?parent=2658"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/categories?post=2658"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/tags?post=2658"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}