钯催化的通过双亲性烯丙基化的醛亚胺与 1,4-二极化子的[4 + 2]环加成反应。
Palladium-catalyzed [4 + 2] cycloaddition of aldimines and 1,4-dipolar equivalents via amphiphilic allylation.
机构信息
Graduate School of Engineering, Nagasaki University , Bunkyo-machi 1-14, Nagasaki 852-8521, Japan.
出版信息
Org Lett. 2015 Feb 6;17(3):600-3. doi: 10.1021/ol503614d. Epub 2015 Jan 28.
The combination of Pd catalyst and diethylzinc with triethylborane promotes the amphiphilic allylation of aldimines with 2,3-bismethylenebutane-1,4-diol derivatives to serve as bis-allylic zwitterion species to form 3,4-bismethylenepiperidines via a formal [4 + 2] cycloaddition reaction. 3,4-Bismethylenepiperidine rings are applicable for the synthesis of isoquinoline derivatives via the Diels-Alder reaction followed by an oxidation reaction with DDQ.
钯催化剂与二乙基锌和三乙基硼协同作用，促进了醛亚胺与 2,3-双亚甲基丁烷-1,4-二醇衍生物的亲脂性烯丙基化反应，形成双烯丙基两性离子物种，通过[4 + 2]环加成反应形成 3,4-双亚甲基哌啶。3,4-双亚甲基哌啶环可通过 Diels-Alder 反应合成异喹啉衍生物，然后用 DDQ 进行氧化反应。
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