Enyne-Metathesis-Based Tandem Processes

Enyne metathesis is a powerful synthetic tool for generating 1,3‐dienes by redistributing unsaturated functionalities between an alkene and an alkyne via vinylalkylidene intermediates. Although less explored, enyne metathesis has a unique capacity for forming multiple C=C bonds and polycyclic system...

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Bibliographic Details
Published in:European Journal of Organic Chemistry 2011-08, Vol.2011 (23), p.4269-4287
Main Authors: Li, Jingwei, Lee, Daesung
Format: Article
Language:English
Subjects:
Alkynes
Carbenes
Chemistry
Enynes
Exact sciences and technology
Free radicals chemistry
Kinetics and mechanisms
Metathesis
Organic chemistry
Reactivity and mechanisms
Ruthenium
Tandem reactions
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Summary:Enyne metathesis is a powerful synthetic tool for generating 1,3‐dienes by redistributing unsaturated functionalities between an alkene and an alkyne via vinylalkylidene intermediates. Although less explored, enyne metathesis has a unique capacity for forming multiple C=C bonds and polycyclic systems in a tandem fashion. By exploiting these characteristics, various tandem reactions have been developed and applied to the synthesis of natural and unnatural products. This microreview recapitulates the recent advances in enyne‐metathesis‐based tandem processes under two main categories: Enyne metathesis/metathesis and enyne metathesis/nonmetathesis. Enyne metathesis is superior to other metatheses in terms of its capacity to form multiple C=C bonds and polycyclic systems. By exploiting these characteristics, various tandem reactions have been developed. This microreview recapitulates the recent advances in enyne‐metathesis‐based tandem processes under two main categories: Enyne metathesis/metathesis and enyne metathesis/nonmetathesis.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201100438