Synthesis of the Tricyclic Core of the Marine Natural Product Labiatin A

J. Stephen Clark; Carl A. Baxter; José L. Castro

doi:10.1055/s-2005-918485

PAPER

Synthesis of the Tricyclic Core of the Marine Natural Product Labiatin A

J. Stephen Clark*^a, Carl A. Baxter^a, José L. Castro^b
^a School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD, UK
^b Merck Sharp and Dohme, Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK
Fax: +44(115)9513564; e-Mail: j.s.clark@nottingham.ac.uk;

Abstract

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Abstract

A synthetic route to a model of the tricyclic core of labiatin A is described. Two catalytic metal carbenoid reactions, C-H insertion and oxonium ylide generation with subsequent [2,3]-sigmatropic rearrangement, have been used to assemble the tricyclic system in an efficient and stereoselective manner.

Key words

carbenoid - ylide - rearrangement - stereoselective synthesis - natural product

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Referenzen

References

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