{"id":3842,"date":"2021-05-21T14:38:18","date_gmt":"2021-05-21T12:38:18","guid":{"rendered":"https:\/\/ospt.osi.lv\/?p=3842"},"modified":"2022-01-11T12:16:23","modified_gmt":"2022-01-11T10:16:23","slug":"acylative-dynamic-kinetic-resolution-of-secondary-alcohols-tandem-catalysis-by-hyperbtm-and-backvalls-ruthenium-complex","status":"publish","type":"post","link":"https:\/\/ospt.osi.lv\/acylative-dynamic-kinetic-resolution-of-secondary-alcohols-tandem-catalysis-by-hyperbtm-and-backvalls-ruthenium-complex\/","title":{"rendered":"33. Acylative Dynamic Kinetic Resolution of Secondary Alcohols: Tandem Catalysis by HyperBTM and B\u00e4ckvall\u2019s Ruthenium Complex"},"content":{"rendered":"<div class=\"wpb-content-wrapper\"><p>[vc_row][vc_column][vc_column_text]Kinens, A.; Balkaitis, S.; Ahmad, O. K.; Piotrowski, D. W.; Suna, E. <em>J. Org. Chem.<\/em> <strong>2021<\/strong>, <em>86<\/em>, 7189\u20137202.<\/p>\n<p>DOI: <a title=\"Acylative Dynamic Kinetic Resolution of Secondary Alcohols: Tandem Catalysis by HyperBTM and B\u00e4ckvall\u2019s Ruthenium Complex\" href=\"https:\/\/doi.org\/10.1021\/acs.joc.1c00545\" target=\"_blank\" rel=\"nofollow noopener\">10.1021\/acs.joc.1c00545<\/a><\/p>\n<p><!--more--><\/p>\n<h4>Abstract<\/h4>\n<p style=\"text-align: justify;\">Non-enzymatic dynamic kinetic resolution (DKR) of secondary alcohols by enantioselective acylation using an isothiourea-derived HyperBTM catalyst and racemization of slowly reacting alcohol by B\u00e4ckvall\u2019s ruthenium complex is reported. The DKR approach features high enantioselectivities (up to 99:1), employs easy-to-handle crystalline 4-nitrophenyl isobutyrate as the acylating reagent, and proceeds at room temperature and under an ambient atmosphere. The stereoinduction model featuring cation\u2212\u03c0 system interactions between the acylated HyperBTM catalyst and \u03c0 electrons of an alcohol aryl subunit has been elaborated by DFT calculations.<\/p>\n<p>[\/vc_column_text][\/vc_column][\/vc_row]<\/p>\n<\/div>","protected":false},"excerpt":{"rendered":"<p>[vc_row][vc_column][vc_column_text]Kinens, A.; Balkaitis, S.; Ahmad, O. K.; Piotrowski, D. W.; Suna, E. J. Org. Chem. 2021, 86, 7189\u20137202. DOI: 10.1021\/acs.joc.1c00545<\/p>\n","protected":false},"author":1,"featured_media":3846,"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":[45,16],"tags":[],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3842"}],"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=3842"}],"version-history":[{"count":1,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3842\/revisions"}],"predecessor-version":[{"id":4006,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/3842\/revisions\/4006"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media\/3846"}],"wp:attachment":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media?parent=3842"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/categories?post=3842"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/tags?post=3842"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}