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Org Lett. 2005 Feb 17;7(4):733-6.

Self-selection in olefin cross-metathesis: the effect of remote functionality.

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  • 1Department of Dermatology, Department of Chemistry, and The Center for Future Health, University of Rochester, Rochester, NY 14642, USA.


Olefin cross-metathesis (CM) is potentially an attractive method for generating dynamic combinatorial libraries (DCLs). In order for the CM reaction to be useful for DCL production, the course of the reaction and product distribution must be relatively insensitive to functionality remote from the reacting centers. We report on the CM of a series of allyl- and homoallylamides that are strongly dependent on remote functionality. This includes an unusual example of a cis-selective CM. [Reaction: see text]

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