Auria-Luna Fernando, Marqués-López Eugenia, Mohammadi Somayeh, Heiran Roghayeh, Herrera Raquel P
Laboratorio de Organocatálisis Asimétrica, Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), CSIC-Universidad de Zaragoza, C/Pedro Cerbuna 12, E-50009 Zaragoza, Spain.
Molecules. 2015 Aug 31;20(9):15807-26. doi: 10.3390/molecules200915807.
Herein, we report our preliminary results concerning the first promising asymmetric synthesis of highly functionalized 2-oxospiro-[indole-3,4'-(1',4'-dihydropyridine)] via the reaction of an enamine with isatylidene malononitrile derivatives in the presence of a chiral base organocatalyst. The moderate, but promising, enantioselectivity observed (30%-58% ee (enantiomeric excess)) opens the door to a new area of research for the asymmetric construction of these appealing spirooxindole skeletons, whose enantioselective syntheses are still very limited.
在此,我们报告了关于首次通过烯胺与异亚丙基丙二腈衍生物在手性有机碱催化剂存在下反应,对高官能化的2-氧代螺-[吲哚-3,4'-(1',4'-二氢吡啶)]进行有前景的不对称合成的初步结果。所观察到的中等但有前景的对映选择性(对映体过量30%-58%)为这些吸引人的螺氧化吲哚骨架的不对称构建开辟了一个新的研究领域,其对映选择性合成仍然非常有限。