Department of Organic Chemistry, Faculty of Sciences, Institute of Organic Synthesis (ISO), University of Alicante, Apdo. 99, 03080 Alicante, Spain.
Molecules. 2022 Oct 7;27(19):6668. doi: 10.3390/molecules27196668.
Enantioenriched substituted succinimides are interesting compounds, and their asymmetric organocatalytic synthesis by the conjugated addition of ketones to maleimides has been scarcely explored. This study shows the enantioselective conjugate addition of ketones to maleimides organocatalyzed by a simple primary amine-salicylamide derived from a chiral -cyclohexane-1,2-diamine, which provides the desired succinimides in good to excellent yields (up to 98%) and with moderate to excellent enantioselectivities (up to 99%).
对映富集取代琥珀酰亚胺是一类有趣的化合物,其通过酮与马来酰亚胺的共轭加成进行不对称有机催化合成的研究还很少。本研究展示了一种简单的手性 -环己烷-1,2-二胺衍生的伯胺-水杨酰胺对酮与马来酰亚胺的对映选择性共轭加成的有机催化作用,该方法提供了所需的琥珀酰亚胺,产率高(高达 98%),对映选择性适中至优异(高达 99%)。