54247-08-4

Upstream product

• 40138-66-7 3-(m-methoxyphenyl)propanal 
• 13291-18-4 isopropenylmagnesium bromide 
• 50704-52-4 methyl 3-(3-methoxyphenyl)propionate 
• 10516-71-9 3-(3-Methoxy-phenyl)-propionic acid 

Downstream Products

• 1424371-48-1 C₁₇H₂₄O₃ 
• 1424371-49-2 C₁₆H₂₂O₂ 
• 1424371-40-3 (E)-7-(3-methoxyphenyl)-4-methylhept-4-en-1-ol 
• 1424371-41-4 (E)-8-(3-methoxyphenyl)-5-methyloct-5-enenitrile 
• 1424371-42-5 (4R,5R)-2-((E)-7-(3-methoxyphenyl)-4-methylhept-4-enyl)-4,5-dimethyl-1,3-dioxolane 

Relevant academic research and scientific papers

Biomimetic cationic cyclization toward ent-Kaurene-type diterpenoids

Terpenoids comprise the largest family of natural products and include various structurally different genus which play important roles in living organisms. Biosynthetically, diterpenoids are derived from (E,E,E)- geranylgeranyl diphosphate (GGPP). From GGPP, diterpene cyclase catalyzes a sequence of carbocation-mediated cyclizations, rearrangements, and further oxidations, leading to a class of structurally unique ent-kaurenes, such as cafestol, gibberellin A3 and oridonin. According to the biosynthesis pathway of ent-kaurene, we designed a chiral acetal-enabled and SnCl4-promoted biomimetic polyene cationic cyclization. With a following Birch reduction/alkylation cascade, a core skeleton of representative ent-kaurenes diterpenoids was completed. A chiral acetal-enabled and SnCl4- promoted biomimetic polyene cationic cyclization was followed by oxidation and a cascade process of Birch reduction and alkylation to complete a core skeleton of representative ent-kaurene diterpenoids. Copyright