Abstract
Steroidal alkenyl iodides (17-iodo-androsta-16-ene and 17-iodo-4-methyl-4-aza-androsta-16-ene-3-one) were reacted with conjugated unsaturated esters (ethyl acrylate, diethyl fumarate, diethyl maleate, diethyl acetylene dicarboxylate) in Heck-reaction and consecutive Diels-Alder reaction resulting in facile formation of pentacyclic derivatives. All steroidal esters possessing two, three and four ester functionalities on the E-ring were formed by the α-side addition of the dienophile.
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