Rc. Cambie et al., CYCLOPENTAANNULATION OF PODOCARPIC ACID-DERIVATIVES VIA (ETA-6-ARENE)TRICARBONYLCHROMIUM(0) COMPLEXES - RING-D MODIFICATION, Journal of organometallic chemistry, 471(1-2), 1994, pp. 133-147
Functionalization of the (eta6-arene)tricarbonylchromium(0) complexes
of some podocarpic acid (1) derivatives has been achieved via addition
-oxidation methodology. The resulting decomplexed products underwent L
ewis acid-mediated cyclopentaannulation to give ring-C aromatic andros
tane analogues in high yield. The D rings of these steroidal analogues
were modified by both oxidation and reduction sequences, becoming str
ucturally similar to some of the C15- or C17-oxygenated naturally occu
rring steroids.