Da. Beauregard et al., EXPERIMENTS DIRECTED TOWARDS THE SYNTHESIS OF ANTHRACYCLINONES .26. THE PREPARATION OF CHIRAL INTERMEDIATES FOR ANTHRACYCLINONE SYNTHESIS, Australian Journal of Chemistry, 48(3), 1995, pp. 669-676
(2'R)-1,5-Dimethoxy-2(2'-methyloxiran-2'-y (8), an intermediate for th
e synthesis of fridamycin E, has been prepared enantioselectively via
the diol (15). The diol (15) was prepared in high yield by asymmetric
cis-hydroxylation of the alkene (11). The analogous diol (22), a vineo
mycinone B-2 precursor, was also prepared.