Engineering Center of Catalysis and Synthesis for Chiral Molecules, Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, People's Republic of China.
Shanghai Engineering Center of Industrial Asymmetric Catalysis for Chiral Drugs, Shanghai 200433, People's Republic of China.
Org Lett. 2020 Jun 5;22(11):4135-4140. doi: 10.1021/acs.orglett.0c01211. Epub 2020 May 8.
Herein we report the palladium-catalyzed regio- and stereoselective cross-coupling of vinylethylene carbonates with ketimine esters to construct allylic amino acid scaffolds. This operationally simple protocol furnished ()-tri- and tetra-substituted allylic amino acid derivatives in good to excellent yields with distinguished geometric control under mild reaction conditions and proved to be sufficient in large-scale synthesis while retaining excellent reactivity and stereoselectivity, highlighting the practical value of this transformation.
在此,我们报告了钯催化的乙烯基碳酸乙烯酯与亚胺酯的区域和立体选择性交叉偶联,构建烯丙基氨基酸支架。该操作简单的方案在温和的反应条件下以优异的收率和出色的立体控制提供了()-三取代和四取代的烯丙基氨基酸衍生物,并在大规模合成中证明是足够的,同时保持了优异的反应性和立体选择性,突出了这种转化的实用价值。