Synthesis of Chiral Prostaglandin (Pge2) Via Stork Intermediate By Using Vinylzincates For Conjugate Addition1)

Autor: Makoto Nakazawa, Takashi Takahashi, Keiji Yamamoto, Kazuhiko Takatori, Seijiro Nishimura
Rok vydání: 1993
Předmět:
Zdroj: Natural Product Letters. 1:263-267
ISSN: 1057-5634
Popis: We report here the synthesis of chiral PGE2 methyl ester as a bissilyl ether via Stork intermediate, which involves the conjugate addition of lithium (E)-vinyldimethylzincate to 4-t-butyldimethylsiloxy-2-cyciopentenone followed by the formaldehyde trapping of the kinetic enolate to give eventually rise to a 2-methylenecyclopentanone derivative, the latter being subjected to the conjugate addition of another (Z)-vinylzincate.
Databáze: OpenAIRE