EXPEDIENT SYNTHESIS OF LACTONE ANALOGS OF FORMESTANE AS NEW POTENTIALAROMATASE INHIBITORS

Citation
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
Citations number
24
ISSN journal
0300922X
Issue
23
Year of publication
1997
Pages
3487 - 3489
Database
ISI
SICI code
0300-922X(1997):23<3487:ESOLAO>2.0.ZU;2-D
Abstract
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.