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Synlett 1997; 1997(3): 255-256
DOI: 10.1055/s-1997-781
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Synthesis of Clavulones (Claviridenones) via [3+2] Annulation Using Reaction of (β-(Phenylthio)acryloyl)silane with Lithium Enolate of Alkyl Methyl Ketone

Kei Takeda* , Akemi Nakajima, Eiichi Yoshii
  • *Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-01, Japan, Internet takedak@ms.toyama-mpu.ac.jp
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Publication Date:
31 December 2000 (online)

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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.

clavulones - claviridenones - synthesis - [3+2] annulation - antitumor prostanoids