Synthesis of 5′-(3,3-Dimethylallyl)-4′-Methoxyethoxymethyl Resacetophenone and Improved Preparation of Broussochalcones A and B

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Abstract
5′-(3,3-Dimethylallyl)-4′-methoxyethoxymethyl resacetophenone has been synthesized in 77% yield by para sigmatropic rearrangement of 2′-(3,3-dimethylallyl)-4′-methoxyethoxymethyl resacetophenone. Using this newly synthesized prenyl resacetophenone precursor, the yields of preparation of the naturally occurring broussochalcones A and B have been increased by a factor of 30 and 5, respectively.