Nonami Reina, Morimoto Yusei, Kanemoto Kazuya, Yamamoto Yasunori, Shirai Tomohiko
Department of Social Design Engineering National Institute of Technology, Kochi College, 200-1 Monobe Otsu, Nankoku, Kochi, 783-8508, Japan.
Department of Applied Chemistry Institute of Science and Engineering, Chuo University, Kasuga 1-3-27, Bunkyo-ku, Tokyo, 112-8551, Japan.
Chemistry. 2022 Feb 21;28(10):e202104347. doi: 10.1002/chem.202104347. Epub 2022 Jan 28.
We report an unprecedented catalytic protocol for the enantioselective decarbonylative transformation of aryl aldehydes. In this process, the decarbonylation of aldehydes catalyzed by chiral iridium complexes enabled the formation of asymmetric C-C bonds through the formation of an aryl-iridium intermediate. The decarbonylative aryl addition to bicyclic alkenes was fluidly performed without a stoichiometric aryl-metal reagent, such as aryl boronic acid, with a cationic iridium complex generated in situ from Ir(cod) (BAr ) and the sulfur-linked bis(phosphoramidite) ligand ((R,R)-S-Me-BIPAM). This reaction has broad functional group compatibility, and no waste is generated, except carbon monoxide.
我们报道了一种前所未有的用于芳基醛对映选择性脱羰转化的催化方法。在此过程中，手性铱配合物催化的醛脱羰反应通过形成芳基铱中间体实现了不对称碳 - 碳键的形成。双环烯烃的脱羰芳基加成反应能够顺利进行，无需化学计量的芳基金属试剂，如芳基硼酸，使用由Ir(cod)(BAr )和硫连接的双（磷酰胺）配体（(R,R)-S-Me-BIPAM）原位生成的阳离子铱配合物即可。该反应具有广泛的官能团兼容性，并且除一氧化碳外不产生任何废物。
