Department of Chemistry, Northeast Normal University, Changchun 130024, China.
Org Lett. 2013 Aug 2;15(15):3978-81. doi: 10.1021/ol401881n. Epub 2013 Jul 19.
A DABCO-mediated organocatalyzed anion relay cascade based on 1-cinnamoylcyclopropanecarboxamides has been developed and applied in the construction of 2,3-dihydrofurans with the original alkene and amide functionalities intact. In the aza-oxy-carbanion relay process, DABCO provides both the electron source and sink. The enolate anion-triggered ring opening of the cyclopropane is ascribed to the key step in the anion relay cascade.
一种基于 1-肉桂酰基环丙甲酰胺的 DABCO 介导的有机催化阴离子接力级联反应已被开发出来,并应用于原始烯烃和酰胺官能团完整的 2,3-二氢呋喃的构建中。在氮杂-氧-碳负离子接力过程中,DABCO 提供了电子源和电子阱。烯醇负离子引发的环丙烷开环被归因于阴离子接力级联反应的关键步骤。