SYNTHESIS OF ANATOXIN-A

该项目的主要长期目标是综合 类毒素-a使用化学，这将允许大量 制备以及许多类似物。 最初，碳环 类似物将从以下化合物的Diels-Alder加合物开始制备： 环戊二烯和马来酸酐。 反应 二甲基铜酸盐，Hunsdiecker反应和氢的损失 溴化物产生乙炔。 与乙炔或 1，2-二氯乙烯应得到双环（4.2.1）二烯酮， 被还原成所需的类毒素-A类似物。 生物碱 它本身将使用类似的化学方法制备， 吡咯。

The major long-term objective of this project is the synthesis of anatoxin-a using chemistry which will allow large quantities to be prepared as well as numerous analogs. Initially, the carbocyclic analog will be prepared starting with the Diels-Alder adduct of cyclopentadiene and maleic anhydride. Reaction with dimethylcuprate, a Hunsdiecker reaction and loss of hydrogen bromide gives acetylnorbornene. Cycloaddition with acetylene or 1,2-dichloroethylene should give a bicyclo(4.2.1)dienone which can be reduced to the desired analog of anatoxin-a. The alkaloid itself will be prepared using similar chemistry starting from pyrrole.