The compatibility of nitromethane conjugate addition to 2-cyclo-pentenones bearing a 4-oxygenated function has been illustrated through a short and practical synthesis of the Corey aldehyde, a key intermediate in prostaglandin synthesis, in both racemic and optically active form. A new synthesis of PGF2α featuring the introduction of the ω-chain via [3+2] cycloaddition has been also described.
Stereospecific nitromethane conjugate addition to 4-oxygenated 2-substituted cyclopent-2-enones: a simple approach to prostaglandins.
BARALDI, Pier Giovanni;BARCO, Achille;BENETTI, Simonetta;POLLINI, Gian Piero;SIMONI, Daniele;ZANIRATO, Vinicio
1987
Abstract
The compatibility of nitromethane conjugate addition to 2-cyclo-pentenones bearing a 4-oxygenated function has been illustrated through a short and practical synthesis of the Corey aldehyde, a key intermediate in prostaglandin synthesis, in both racemic and optically active form. A new synthesis of PGF2α featuring the introduction of the ω-chain via [3+2] cycloaddition has been also described.File in questo prodotto:
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