双（烯基）硼酸酯的化学选择性和立体选择性烯丙基化反应
Chemoselective and Stereoselective Allylation of Bis(alkenyl)boronates.
作者信息
Tran Minh-Khoa, Ready Joseph M
机构信息
Department of Biochemistry, Division of Chemistry, UT Southwestern Medical Center, 5323 Harry Hines Blvd., Dallas, TX 75390-0938, USA.
出版信息
Angew Chem Int Ed Engl. 2024 Sep 2;63(36):e202407824. doi: 10.1002/anie.202407824. Epub 2024 Jul 9.
Abstract
Bis(alkenyl)boronates react with optically active Ir(π-allyl) species in a process that involves allylation of the more substituted olefin and 1,2-metalate shift of the less substituted olefin. The method constructs valuable enantioenriched tertiary allylic boronic esters with high chemoselectivity, enantioselectivity and diastereoselectivity. Allylic functionalization reactions transform the 1,3-stereodiad to 1,5- and 1,6-stereochemical relationships.
摘要
双（烯基）硼酸酯与光学活性铱（π-烯丙基）物种发生反应，该过程涉及取代较多的烯烃的烯丙基化以及取代较少的烯烃的1,2-金属迁移。该方法以高化学选择性、对映选择性和非对映选择性构建了有价值的对映体富集的叔烯丙基硼酸酯。烯丙基官能化反应将1,3-立体二元结构转变为1,5-和1,6-立体化学关系。
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