Komeyama Kimihiro, Sakiyama Shunsuke, Iwashita Kento, Osaka Itaru, Takaki Ken
Department of Applied Chemistry, Graduate School of Engineering, Hiroshima University, 1-4-1 Higashi-Hiroshima City 739-8527, Japan.
Beilstein J Org Chem. 2018 Jun 11;14:1413-1420. doi: 10.3762/bjoc.14.118. eCollection 2018.
The cobalt/chromium-catalyzed three-component coupling of aryl iodides, allenes, and aldehydes has been developed to afford multi-substituted homoallylic alcohols in a diastereoselective manner. Control experiments for understanding the reaction mechanism reveal that the cobalt catalyst is involved in the oxidative addition and carbometalation steps in the reaction, whereas the chromium salt generates highly nucleophilic allylchromium intermediates from allylcobalt species, without the loss of stereochemical information, to allow the addition to aldehydes.
已开发出钴/铬催化的芳基碘化物、丙二烯和醛的三组分偶联反应，以非对映选择性方式提供多取代的高烯丙醇。用于理解反应机理的对照实验表明，钴催化剂参与反应中的氧化加成和碳金属化步骤，而铬盐从烯丙基钴物种生成高亲核性的烯丙基铬中间体，且不损失立体化学信息，从而能够加成到醛上。
