Strategies towards the synthesis of the natural product platachromone B and related compounds have been investigated starting from commercially available phloroacetophenone. Direct C-prenylation of (E)-2-styryl-4H-chromen-4-ones was also studied. Methods for the synthesis of new (E)-5,7-dimethoxy-8-(3-methylbut-2-en-1-yl)-2-styryl-4H-chromen-4-ones and (E)-5-hydroxy-7-methoxy-6-(3-methylbut-2-en-1-yl)-2-styryl-4H-chromen-4-ones have also been established and are described for the first time.
Key words
natural products - drug discovery - prenylation - regioselectivity