Studies On Synthesis Of Carnosic Acid And Pestheic Acid

This thesis aims at the studies on synthesis of natural product Carnosic acid with anti-HIV activity and fungal metabolite Pestheic acid, which consists of the following two chapters:Partâ… :Synthesis of natural product Carnosic acid with anti-HIV activityCarnosic acid is a highly oxidized rosin alkyl skeleton diterpenoid tricyclic aromatic compunds with a wide range of biological activity, the synthesis of its research is of great significance. Synthesis of natural product Carnosic acid was investigated from commercially available cyclopentene and 4-methoxybenzaldehyde and the key steps were Wittig reaction, aldol reaction and carbocation cascade reaction. Besides, the Carnosic acid was also studied from commercially available 3-methylbut-2-enoic acid,3-methylbut-2-en-1-ol and 2, 4-dihydroxybenzaldehyde and the key steps were Ireland-Claisen rearrangement, Grignard reaction and Heck reaction.Partâ…¡:Synthesis of natural product Pestheic acidSynthesis of natural product Pestheic acid was worked over from commercially available 5-methylbenzene-1,3-diol and 2,4-dichlorobenzoic acid in eitht steps. The key step was substrate controlled dynamical reaction. Besides, the Pestheic acid was also studied from commercially available 2-hydroxybenzoic acid and 5-methylbenzene-1,3-diol in nine steps with model reaction. The key steps were Friedel-Crafts reaction with Lewis acid existence, Mn(OAc)3 single electroic oxidation rearrangement reaction and dihydroxylation reaction.