CYCLOPENTAANNULATION OF PODOCARPIC ACID-DERIVATIVES VIA (ETA-6-ARENE)TRICARBONYLCHROMIUM(0) COMPLEXES - RING-D MODIFICATION

被引:13
作者
CAMBIE, RC [1 ]
RUTLEDGE, PS [1 ]
STEVENSON, RJ [1 ]
WOODGATE, PD [1 ]
机构
[1] UNIV AUCKLAND,DEPT CHEM,PRIVATE BAG 92019,AUCKLAND,NEW ZEALAND
关键词
CHROMIUM; CARBONYL; DITERPENOID; STEROID SYNTHESIS;
D O I
10.1016/0022-328X(94)88117-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
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 Lewis acid-mediated cyclopentaannulation to give ring-C aromatic androstane analogues in high yield. The D rings of these steroidal analogues were modified by both oxidation and reduction sequences, becoming structurally similar to some of the C15- or C17-oxygenated naturally occurring steroids.
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页码:133 / 147
页数:15
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