ABSTRACT
A synthesis of unsymmetrical 1,2-diarylethane-1,2-dione is reported involving the intramolecular cyclization of anionic benzylic ester of the aryl benzyl ether followed by oxidation employing dioxirane. With the use of microwave irradiation, licoagrodione was prepared from Claisen rearrangement of the corresponding allyl phenyl ether 1,2-diketone readily available from the Lindlar's reduction of the corresponding alkyne derivative. Subsequent removal of protecting groups then furnished the desired product.
Subject(s)
Glyoxal/analogs & derivatives , Phenylglyoxal/analogs & derivatives , Cyclization , Glyoxal/chemical synthesis , Glyoxal/radiation effects , Microwaves , Molecular Structure , Phenylglyoxal/chemical synthesis , Phenylglyoxal/chemistry , Phenylglyoxal/radiation effects , StereoisomerismABSTRACT
Aqueous solutions (4 %) of glucose, fructose, and sucrose were exposed to gamma irradiation in the dose range of 2.2 to 24.0 megarads. The Gglyoxa1 values at 2.2 megarads were 0.35, 0.18, and 0.06 for glucose, fructose, and sucrose, respectively. These values decreased at higher dose levels. The glyoxal concentration of the irradiated solutions did not appreciably change during a 2-week postirradiation storage at room temperature.
