Towards the Synthesis of the Cornexistins

James C. Tung; Wensheng Chen; Bruce C. Noll; Richard E. Taylor; Stephen C. Fields; William H. Dent III; F. Richard Green III

doi:10.1055/s-2007-983769

PAPER

Towards the Synthesis of the Cornexistins

James C. Tung^a, Wensheng Chen^a, Bruce C. Noll^a, Richard E. Taylor*^a, Stephen C. Fields^b, William H. Dent III^b, F. Richard Green III^b
^a 251 Nieuwland Hall of Science, University of Notre Dame, Notre Dame, IN 46556, USA
^b Discovery Research, Dow Agrosciences, Inc., 9330 Zionsville Road, Indianapolis, IN 46268-1054, USA
Fax: +1(574)6316652; e-Mail: taylor.61@nd.edu;

Abstract

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Abstract

A concise synthetic route to the carbocyclic core of the cornexistins is reported. The route is highlighted by a Diels-Alder cycloaddition/oxidative cleavage strategy to generate the central highly functionalized nine-member ring. A silyl-tethered ring-closing metathesis strategy is utilized to control trisubstituted alkene geometry.

Key words

Diels-Alder - oxidative cleavage - natural products - ring expansion - ring-closing metathesis - carbocycle

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References

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