EFFICIENT, HIGHLY REGIOSELECTIVE FRIES REARRANGEMENTS OF METHYL 3-(2-ACYLOXY-4-METHOXYPHENYL)PROPANOATES: THE FIRST TOTAL SYNTHESIS OF THE LINEAR ACYLATED COUMARINS GEIJERIN AND DEHYDROGEIJERIN.
Aluminium chloride catalysed para-Fries rearrangement of methyl 3-(2-acyloxy-4-methoxyphenyl)propanoates (5) in nitromethane furnishes the corresponding 5-acylated products (6) cleanly and in high yield.The rearrangement products may be converted into 6-a
Cairns, Nicholas,Harwood, Laurence M.,Astles, David P.