College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121, China.
Department of Stomatology, The Affiliated Hospital of Hangzhou Normal University, Hangzhou Normal University, Hangzhou 310015, China.
J Org Chem. 2020 Jun 5;85(11):7225-7237. doi: 10.1021/acs.joc.0c00619. Epub 2020 May 18.
A practical and atom-economic protocol for the stereoselective preparation of various 1,4- and 1,3-diene skeletons through iridium-catalyzed directed olefinic C-H allylation and alkenylation of NH-Ts acrylamides in water was developed. This reaction tolerated a wide scope of substrates under simple reaction conditions and enabled successful gram-scale preparation. Furthermore, an asymmetric variant of this reaction giving enantioenriched 1,4-dienes was achieved employing a chiral diene-iridium complex as the catalyst.
发展了一种通过铱催化导向烯丙基 C-H 加成和 NH-Ts 丙烯酰胺的烯基化反应，立体选择性地制备各种 1,4-和 1,3-二烯骨架的实用且原子经济性的方法。该反应在简单的反应条件下能容忍广泛的底物范围，并能成功地进行克级制备。此外，使用手性二烯-铱配合物作为催化剂，实现了该反应的不对称变体，得到了对映富集的 1,4-二烯。
