Division of Pharmaceutical Sciences, Graduate School of Medical Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan.
Chem Commun (Camb). 2020 Jul 11;56(54):7471-7474. doi: 10.1039/d0cc02619k. Epub 2020 Jun 4.
In this communication, we report a chiral copper/NHC-catalyzed reaction between aromatic aldehydes and propargylic phosphates using a silylboronate, providing enantioenriched chiral α-allenic alcohols with complete regioselectivity and moderate to high enantioselectivity. The reaction pathway involves the catalytic formation of a nucleophilic α-alkoxylalkylcopper(i) species from aldehydes followed by its S2' type substitution reaction with propargylic phosphates.
在本通讯中，我们报告了一种手性铜/NHC 催化的芳醛与丙炔基膦酸盐反应，使用硅基硼酸酯，以完全区域选择性和中等至高等对映选择性提供手性 α-烯丙基醇。反应途径包括醛形成亲核 α-烷氧基烷基铜（i）物种的催化形成，然后与丙炔基膦酸盐进行 S2'型取代反应。
