Lamblin Marc, Couture Axel, Deniau Eric, Grandclaudon Pierre
UMR 8009 Chimie Organique et Macromoléculaire, LCOP, Bâtiment C3(2), Université des Sciences et Technologies de Lille, 59655 Villeneuve d'Ascq Cedex, France.
Org Biomol Chem. 2007 May 7;5(9):1466-71. doi: 10.1039/b701661a. Epub 2007 Mar 29.
A concise and efficient total synthesis of alkaloid narceine imide is disclosed. The key steps are based upon the sequential construction of the isoindolinone template followed by metalation and coupling with an isoquinolinium salt. Subsequent E1cb elimination enables the creation of the arylmethylene unit with the concomitant formation of the dimethylaminoethyl chain and ultimate deprotection completes the synthesis of the natural product.
本文报道了一种简洁高效的全合成生物碱那可辛酰亚胺的方法。关键步骤基于异吲哚啉酮模板的顺序构建,随后进行金属化反应并与异喹啉鎓盐偶联。随后的E1cb消除反应能够生成芳基亚甲基单元,并同时形成二甲基氨基乙基链,最终通过脱保护完成天然产物的合成。