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A cross-metathesis approach to the stereocontrolled synthesis of the AB ring segment of ciguatoxin

✍ Scribed by Isao Kadota; Takashi Abe; Miyuki Uni; Hiroyoshi Takamura; Yoshinori Yamamoto

Publisher: Elsevier Science
Year: 2008
Tongue: French
Weight: 129 KB
Volume: 49
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2008.03.145

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✦ Synopsis

Synthesis of the AB ring segments of ciguatoxin is described. The present synthesis includes a Lewis acid mediated cyclization of allylstannane with aldehyde, cross-metathesis reaction introducing the side chain, and Grieco-Nishizawa dehydration on the A ring.

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