Studies On Synthesis Of Lignanamides

Lignanoids are widely distributed in nature, exhibiting a broad range of biologicalactivities, which structure are novel and variety. Generally these compounds contain avariety of functional groups and several chiral centers, and thus synthsis and structuralmodification of these compounds has caused extensive concern in chemistry field. Thisthesis mainly focused on total synthesis of compounds Cannabisin B and Cannabisin Dwhich belong to the lignanamides group, including the following three parts:Part one, review. The classification of lignans was introduced in brief, then theresearch on lignanoids’ activity and progress of synthesis within recent years werereviewed. After that the theme of this paper was proposed.In the second part, full details of the total synthesis of the compound CannabisinB, starting from vanillin, were developed. The convergent synthesis was based on theStobbe reaction, Aldol reaction and Friedel-Crafts reaction as the key steps to give theskeleton of lignan, which was condensed with a derivative of tyramine, and finallydeprotection to obtain the target compound. Reaction mechanisms of important stepsin the synthetic route and problems were explained. In addition, some other testmethods using in the synthesis of target compounds were introduced and analyzed.Part three, we briefly introduced the total synthesis of another natural liananamideCannabisin D. We designed the total synthetic route, and the route was verifiedpreliminarily. A large number of intermediate were obtained. In addition, the questionsin the synthesis of target compounds were introduced and analyzed.