Duan Jindian, Cheng Yuyu, Cheng Jing, Li Rou, Li Pengfei
Department of Chemistry, South University of Science and Technology of China, 1088 Xueyuan Blvd., Nanshan District, Shenzhen, Guangdong, 518055, P. R. China.
Chemistry. 2017 Jan 12;23(3):519-523. doi: 10.1002/chem.201604920. Epub 2016 Dec 1.
A new method has been developed for the organocatalytic enantioselective benzylation and aldol-hemiacetalization of α,β-unsaturated trifluoromethyl ketones with toluene derivatives in the presence of a tertiary amine-thiourea catalyst. This method represents a facile and efficient strategy for the asymmetric synthesis of optically active 3,4-dihydroisocoumarins bearing a trifluoromethylated tetrasubstituted carbon stereocenter with high enantioselectivity. Notably, this strategy was used to synthesize several chiral trifluoromethylated analogues of typharin with high efficiency.
已开发出一种新方法，用于在叔胺-硫脲催化剂存在下，实现α,β-不饱和三氟甲基酮与甲苯衍生物的有机催化对映选择性苄基化和醛醇半缩醛化反应。该方法为对映选择性地不对称合成具有三氟甲基化四取代碳立体中心的光学活性3,4-二氢异香豆素提供了一种简便有效的策略。值得注意的是，该策略已被高效用于合成几种typharin的手性三氟甲基化类似物。
