Is 2,3,4,5-tetramethoxybenzoyl chloride a natural product?
The title compound, which was reported to be a constituent of the fruiting body of the fungus Antrodia camphorata, has been synthesized. The reactivity and spectroscopic properties of the synthetic material do not match those of the natural product. There is currently insufficient information for a definitive structural reassignment.
Access to 1,2,3,4-Tetraoxygenated Benzenes via a Double Baeyer-Villiger Reaction of Quinizarin Dimethyl Ether: Application to the Synthesis of Bioactive Natural Products from Antrodia camphorata.
The first systematic investigation into the Baeyer-Villiger reaction of an anthraquinone is presented. The double Baeyer-Villiger reaction of quinizarin dimethyl ether is viable, directly providing the dibenzo[b,f][1,4]-dioxocin-6,11-dione ring-system, which is otherwise difficult to prepare. This methodology provides rapid access to 1,2,3,4-tetraoxygenated benzenes, and has been exploited by application to the total synthesis of a natural occurring benzodioxole and its biphenyl dimer, which both display noteworthy biological activity. Interestingly, the axially chiral biphenyl was found to be configurationally stable, but the resolved enantiomers exhibit no optical activity at the αD-line.
Verbindungen des germaniums und zinns: II. Bildung und strukturen isomerer “Dichlordisupermesitylstannane”☆
Abstract Treatment of tin tetrachloride with 2,4,6-tri-t-butylphenyllithium (supermesityllithium, 1 ) in a 1 2 molar ratio, by rearrangement of one supermesityl group leads to dichloro[2-methyl-2(3,5-di-t-butylphenyl)propyl]supermesitylstannane ( 2 ). However, addition of 1 to an excess of tin tetrachloride yields dichlorodisupermesitylstannane ( 3 ) as the expected transarylation product. The structures of 2 and 3 were confirmed by X-ray crystallography.