MACROCYCLIC LACTONIZATION OF 3R,7-DIMETHYL-6S-HYDROXYOCTANOIC ACID

摘要

A mixture of cyclic lactones [7- (mentholactone), 14-, 21-, 28-, and 35-membered polylactones] instead of the expected [2 + 1]-condensation products was obtained from the reaction of 3R, 7-dimethyl-6S-hydroxyoctanoic acid, which is accessible from l-menthol, and glutaric, adipic, and bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid dichlorides in Py in the presence of N,N-dimethylaminopyridine. The structures were confirmed using PMR, C-13 NMR, and mass spectra.