{"id":1633,"date":"2022-08-09T08:50:45","date_gmt":"2022-08-08T23:50:45","guid":{"rendered":"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/?post_type=news&#038;p=1633"},"modified":"2022-08-09T09:41:58","modified_gmt":"2022-08-09T00:41:58","slug":"stereospecific-coupling-of-chiral-tertiary-alkyl-bromide-and-alkyne-convenient-synthetic-method-for-chiral-quaternary-carbon-center","status":"publish","type":"news","link":"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/news\/1633\/","title":{"rendered":"Stereospecific coupling of chiral tertiary alkyl bromide and alkyne: Convenient synthetic method for chiral quaternary carbon center"},"content":{"rendered":"<h2>Stereospecific coupling of chiral tertiary alkyl bromide and alkyne:<br \/>Convenient synthetic method for chiral quaternary carbon center<\/h2>\n<p>&nbsp;<\/p>\n<p>\u00a0 \u00a0Nishikata&#8217;s group (Professor at Yamaguchi University, Graduate School of Sciences and Technology for Innovation) reports the stereospecific coupling of a chiral \u03b1-bromocarboxamide bearing a <em>tert<\/em>-alkyl moiety and an alkyne to produce a chiral <em>tert<\/em>-alkylated alkyne possessing chiral quaternary carbon center. The CuBr\/bathophen was used as a catalyst, and a carboxamide group was used as the directing group. This reaction produced various alkynes in moderate to good yields and a retention of up to 99%.<\/p>\n<p><img loading=\"lazy\" src=\"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-content\/uploads\/sites\/4\/2022\/08\/22080302_figure_enwp.jpg\" alt=\"\" width=\"800\" height=\"190\" class=\"aligncenter size-full wp-image-1635\" srcset=\"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-content\/uploads\/sites\/4\/2022\/08\/22080302_figure_enwp.jpg 800w, https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-content\/uploads\/sites\/4\/2022\/08\/22080302_figure_enwp-300x71.jpg 300w, https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-content\/uploads\/sites\/4\/2022\/08\/22080302_figure_enwp-768x182.jpg 768w, https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-content\/uploads\/sites\/4\/2022\/08\/22080302_figure_enwp-670x159.jpg 670w\" sizes=\"(max-width: 800px) 100vw, 800px\" \/><\/p>\n<p>&nbsp;<\/p>\n<h4>Published Thesis Information<\/h4>\n<ul>\n<li>Title \uff1a Carboxamide-directed Stereospecific Couplings of Chiral tertiary Alkyl Halides with Terminal Alkynes<\/li>\n<li>Authors \uff1aAkagawa, Hiroki; Tsuchiya, Naoki; Morinaga, Asuka; Katayama, Yu; Sumimoto, Michinori; NISHIKATA, Takashi<\/li>\n<li>Publication \uff1a ACS Catalysis (IF=13.7)<\/li>\n<li>Release Date \uff1a August 8, 2022 at 8 A.M. (EDT)<\/li>\n<li>D O I \uff1a 10.1021\/acscatal.2c02433<\/li>\n<\/ul>\n","protected":false},"featured_media":1640,"template":"","meta":[],"_links":{"self":[{"href":"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-json\/wp\/v2\/news\/1633"}],"collection":[{"href":"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-json\/wp\/v2\/news"}],"about":[{"href":"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-json\/wp\/v2\/types\/news"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-json\/wp\/v2\/media\/1640"}],"wp:attachment":[{"href":"https:\/\/ds27i1.cc.yamaguchi-u.ac.jp\/~www-yu\/english\/wp-json\/wp\/v2\/media?parent=1633"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}