Facile synthesis of 17-formyl steroids via palladium-catalyzed homogeneous carbonylation reaction.
17-formyl-androst-16-ene and its analogues were synthesized from the corresponding 17-iodo-16-ene derivatives in palladium-catalyzed formylation reaction using tributyltin hydride as hydrogen source under mild reaction conditions. The formation of androst-16-ene and its isomerization products, as well as that of analogous steroidal olefins as side-products, was found to be dependent on the reaction conditions. The formylation reaction tolerates various functional groups on the A and B rings of the steroids.
Petz
Andrea
A
Department of Inorganic Chemistry, University of Pécs, Ifjúság u. 6, P.O. Box 266, H-7624 Pécs, Hungary.
Horváth
Judit
J
Tuba
Zoltán
Z
Pintér
Zoltán
Z
Kollár
László
L
D002384:Catalysis; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry*; D013329:Structure-Activity Relationship
D013256:Steroids; D010165:Palladium