Matsushima Yasuyuki, Iijima Yoshiyuki, Tanabe Chinatsu, Nakashima Kosuke, Hirashima Shin-Ichi, Miura Tsuyoshi
School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
Chem Asian J. 2025 Jan 2;20(1):e202401029. doi: 10.1002/asia.202401029. Epub 2024 Nov 12.
A diaminomethylenemalononitrile organocatalyst efficiently promoted the asymmetric conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives, yielding the corresponding β-nitro esters derivatives with excellent enantioselectivities (up to >99 % ee). This is the first successful example of highly stereoselective conjugate addition of cyclic β-keto esters to (E)-β-nitroacrylate derivatives to obtain anti-isomers.
一种二氨基亚甲基丙二腈有机催化剂有效地促进了环状β-酮酯与(E)-β-硝基丙烯酸酯衍生物的不对称共轭加成反应,生成了对映选择性优异(高达>99% ee)的相应β-硝基酯衍生物。这是环状β-酮酯与(E)-β-硝基丙烯酸酯衍生物进行高度立体选择性共轭加成以获得反式异构体的首个成功实例。