Gómez Clarisa Villegas, Cruz David Cruz, Mose Rasmus, Jørgensen Karl Anker
Center for Catalysis, Department of Chemistry, Aarhus University, 8000 Aarhus C, Denmark.
Chem Commun (Camb). 2014 Jun 7;50(45):6035-8. doi: 10.1039/c4cc01231c. Epub 2014 Apr 28.
The organocatalytic enantioselective synthesis of highly functionalized hydroisoquinolines by trienamine-mediated [4+2]-cycloaddition/nucleophilic ring-closing reaction cascade sequence of cyanoacrylamides with 2,4-dienals is presented. The corresponding cycloadducts are formed in high yields and excellent stereoselectivities. Moreover, a series of transformations demonstrate the synthetic application of the obtained hydroisoquinolines.
本文报道了通过三烯胺介导的氰基丙烯酰胺与2,4-二烯醛的[4+2]环加成/亲核闭环反应串联序列,实现高官能化氢化异喹啉的有机催化对映选择性合成。相应的环加成产物以高产率和优异的立体选择性形成。此外,一系列转化展示了所获得的氢化异喹啉的合成应用。