115693-63-5Relevant academic research and scientific papers
Synthesis of 4'-O-Methyl- and 4',6-Di-O-Methyl-chalaurenol
Crombie, Leslie,Ryan, Anne P.,Whiting, Donald A.,Yeboah, Samuel O.
, p. 2783 - 2786 (2007/10/02)
Syntheses are described, of the 4'-O- and 4',6-di-O-methyl esters of chalaurenol (1), a novel quinol enol ether obtained from peroxidase enzyme oxidation of the important rotenoid and flavonoid precursor, 2',4,4'-trihydroxychalcone.Aryl orthoformate (12) was condensed with the enol ethers (6) and (7), with trimethylsilyl trifluoromethanesulphonate as catalyst, to yield the acetals (13) and (14), which when heated in pyridine gave the desired ethers (15) and (16).Hoesch conditions using the aryloxy oxo nitrile (24) were unsuccessful, leading to attack at the carbonyl carbon.
