钴催化的烯丙基氢酰化二聚反应生成缺电子二烯
Cobalt-Catalyzed Hydroacylative Dimerization of Allenes Leading to Skipped Dienes.
机构信息
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences , Nanyang Technological University , Singapore 637371 , Singapore.
Department of Applied Chemistry and Biotechnology, Faculty of Engineering , Okayama University of Science , 1-1 Ridai-cho , Kita-ku , Okayama 700-0005 , Japan.
出版信息
Org Lett. 2019 Aug 2;21(15):6173-6178. doi: 10.1021/acs.orglett.9b02465. Epub 2019 Jul 23.
A cobalt-diphosphine catalyst has been found to promote a selective 1:2 coupling reaction between aldehydes and allenes to form β,δ-dialkylidene ketones, featuring skipped diene moieties, with high regioselectivities and stereoselectivities. The reaction is distinct from previously reported, rhodium-catalyzed aldehyde-allene 1:2 coupling to afford β,γ-dialkylidene ketones bearing 1,3-diene moieties. The present hydroacylative dimerization involves a unique allene/allene oxidative cyclization mode to form a C1-C2 linkage between the allene molecules.
一种钴-二膦催化剂被发现能促进醛和丙二烯之间的选择性 1:2 偶联反应，形成具有 skipped diene 部分的β,δ-二烷基烯酮，具有高区域选择性和立体选择性。该反应与之前报道的铑催化醛-丙二烯 1:2 偶联反应形成具有 1,3-二烯部分的β,γ-二烷基烯酮不同。目前的氢酰化二聚反应涉及独特的丙二烯/丙二烯氧化环化模式，在丙二烯分子之间形成 C1-C2 键。
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