Ljt. Dasilva et al., EXPEDIENT SYNTHESIS OF LACTONE ANALOGS OF FORMESTANE AS NEW POTENTIALAROMATASE INHIBITORS, Journal of the Chemical Society. Perkin transactions. I, (23), 1997, pp. 3487-3489
A convenient synthetic strategy for the preparation of ring-D lactones
of the androstane derivatives 4, 5 and 6 has been achieved through a
high yielding, three-step sequence, Baeyer-Villiger oxidation of 3 alp
ha,4 beta-dihydroxy-5 alpha-androstan-17-one 3, previously prepared fr
om a 3-olefin, followed by a TFAA mediated Swern oxidation and subsequ
ent isomerization allowed the preparation of the ring-D lactone analog
ue of formestane 6.