169229-60-1

Upstream product

• 169229-59-8 7-Benzyloxy-2,2-diphenyl-benzo[1,3]dioxole-5-carboxylic acid benzyl ester 
• 70475-59-1 3,4,5-triacetoxybenzoyl chloride 
• 100-51-6 benzyl alcohol 
• 1159977-38-4 7-Hydroxy-2,2-diphenyl-benzo[1,3]dioxole-5-carboxylic acid benzyl ester 
• 182183-06-8 3,4,5-Triacetoxy-benzoic acid benzyl ester 
• 50888-96-5 benzyl 3,4,5-trihydroxybenzoate 

Downstream Products

• 169229-50-9 benzyl 5-(benzyloxy)-2-(S-cysteinyl)-3,4-dihydroxybenzoate 
• 169229-46-3 benzyl 3-(benzyloxy)-1,2-dioxocyclohexa-3,5-diene-5-carboxylate 

Relevant academic research and scientific papers

Galloyl-derived orthoquinones as reactive partners in nucleophilic additions and Diels-Alder dimerizations: A novel route to the dehydrodigalloyl linker unit of agrimoniin-type ellagitannins

Orthochloranil-mediated oxidation of galloyl monoethers furnishes the derived orthoquinones in excellent yield. These reactive electrophiles participate in a variety of nucleophilic addition reactions with heteroatomic and carbanionic partners. In addition, Lewis acid-mediated dimerization of the orthoquinones provides an efficient route to dehydrodigalloyl-type diaryl ether units characteristic of several ellagitannin natural products. The implications for ellagitannin biosynthesis and gallotannin-protein covalent attachment are discussed.