Organic Letters 2001-12-27

Unusual influence of substituents on ring-opening metathesis reactions.

D L Wright, L C Usher, M Estrella-Jimenez

Index: Org. Lett. 3 , 4275, (2001)

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Abstract

The ring-opening cross-metathesis of oxabicyclo[3.2.1]octene derivatives provides a convenient method for preparing differentially substituted 4-pyrones. The major competing reaction is the ring-opening metathesis polymerization of the bridged olefin. Studies on this reaction have shown that substituents on the bicyclic alkene can have a dramatic influence on the competing reactions. [reaction: see text]