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An efficient constructive method for a tricyclic system: an important intermediate for the synthesis of tricycloclavulone

✍ Scribed by Hisanaka Ito; Tatsuya Kobayashi; Mineki Hasegawa; Kazuo Iguchi

Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 117 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02814-9

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✦ Synopsis

The tricyclic ring system of tricycloclavulone was synthesized from 2-methoxycarbonyl-2-cyclopenten-1-one (2). Key reactions include Lewis acid-catalyzed [2+2]-cycloaddition of a,b-unsaturated ester 2 with thioacetylene derivatives and construction of the A-ring by using the Grubbs catalyst.

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