Synonyms:5,5'-dihydroxy-8,8'-dimethoxy-2,2'-dimethyl-4H,4'H-7,7'-bibenzo(g)chromene-4,4',6,6',9,9'-hexone;airofusorin;aurofusarin
98%min *data from raw suppliers
Aurofusarin *data from reagent suppliers
There total 2 articles about Aurofusarin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
Reference yield: 78.0%
Reference yield:
5,8,5',8'-tetramethoxy-2,2'-dimethyl-[7,7']bi[benzo[g]chromenyl]-4,6,9,4',6',9'-hexaone
The research focuses on the total synthesis of aurofusarin, a bis-naphthoquinone natural product, and an investigation into the atropisomeric stability of such compounds. The main content involves the development of an efficient annulation process that includes pyrone addition to a quinone and Dieckmann condensation to rapidly assemble a γ-naphthopyrone monomeric precursor. Dimerization was achieved through Pd(II)-catalyzed dehydrogenative coupling. The study also explores the configurational stability of aurofusarin's atropisomers using asymmetric nucleophilic epoxidation. Key reactants include methoxy benzoquinone, dienol ether, and various ligands for the Pd-catalyzed coupling. Analytical techniques used include X-ray crystallographic analysis for structural confirmation and chiral HPLC for assessing the stereochemistry and stability of the synthesized compounds. The experiments led to the discovery that the atropisomers of aurofusarin and its derivatives are not configurationally stable at ambient temperature, which has implications for the enantioselective synthesis of related natural products.
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