139007-32-2

Upstream product

• 31893-02-4 3-(benzo[d][1,3]dioxol-5-yl)propionic acid methyl ester 
• 120-57-0 piperonal 
• 92449-54-2 5-(2,2-dibromovinyl)-1,3-benzodioxol 
• 621-59-0 isovanillin 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 71146-88-8 (E)-ethyl 3-(3-benzyl-oxy-4-methoxyphenyl)acrylate 
• 1544344-02-6 (E)-3-(3-(benzyloxy)-4-methoxyphenyl)allyl 3-(benzo[d][1,3]dioxol-5-yl)propiolate 
• 1544344-04-8 C₂₇H₂₂O₆ 
• 100-39-0 benzyl bromide 
• 10231-46-6 3-(benzo[d][1,3]dioxol-5-yl)propiolic acid 

Relevant academic research and scientific papers

Regioselective route for arylnaphthalene lactones: Convenient synthesis of taiwanin C, justicidin E, and daurinol

Arylnaphthalene lactones are natural products which can be isolated from a wide range of plants and have the significant biological activities including cytotoxicity, antimicrobial, diuretic, and ion channel blocking. The drawback of the previous intramolecular Diels-Alder reaction of 3-arylprop-2-ynyl 3-arylpropiolates was to generate two regioisomers of arylnaphthalene lactone without selectivity. Herein, we report a convenient and regioselective synthesis method in which the intramolecular Diels-Alder reaction of an arylalkene-arylalkyne and subsequent DDQ oxidation was used for Type I and Type II arylnaphthalene lactones, respectively. We demonstrated the synthesis of three lignans, taiwanin C (Type I), justicidin E (Type II), and daurinol (Type I and anti-cancer activity).