A general route for convergent syntheses of morindaparvin derivatives
with 1,2-methylene-dioxyanthraquinone pattern is described. The anion
of 2-methoxycyclohexanone (3), generated with lithium cyclohexylisopro
pylamine at -78-degrees-C, was sulfenylated with phenyl phenylthiosulf
onate followed by elimination to afford alpha, beta-unsaturated carbon
yl system 8. 6-Methoxy-2-cyclohexen-1-one (8) was condensed with the f
our phthalide sulfones derivatives 10a-d, to provide morindaparvin der
ivatives, 1a-d.