Synthesis of Clavulones (Claviridenones) via [3 + 2] Annulation Using Reaction of (β-(Phenylthio)acryloyl)silane with Lithium Enolate of Alkyl Methyl Ketone

Article abstract of DOI:10.1055/s-1997-781

Synthesis of clavulones II (1) and III (2) (claviridenones c and b), antitumor marine prostanoids, has been achieved via [3 + 2] annulation using reaction of (β-(phenylthio)acryloyl)silane 5 with methyl ketone enolate 6 followed by installation of the α-side chain by aldol reaction.