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Diversity‐oriented Functionalization of Cyclodienes Through Selective Cycloaddition/Ring‐opening/Cross‐metathesis Protocols; Transformation of a “Flatland” into Three‐dimensional Scaffolds With Stereo‐ and Regiocontrol
Author(s) -
Kiss Loránd,
Benke Zsanett,
Remete Attila M.,
Fülöp Ferenc
Publication year - 2020
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.202000070
Subject(s) - metathesis , olefin metathesis , olefin fiber , cycloaddition , chemistry , ring (chemistry) , combinatorial chemistry , surface modification , organic chemistry , catalysis , polymer , polymerization
This article presents selective transformations of some readily available cyclodienes through simple chemical procedures into novel functionalized small‐molecular entities. The syntheses hereby described involved selective cycloadditions, followed by ring‐opening metathesis of the resulting β‐lactam or isoxazoline derivatives and selective cross‐metathesis by differentiation of the olefin bonds on the alkenylated heterocycles. The cross‐metathesis transformations have been detailed, which were performed under various experimental conditions with the aim of exploring chemodiscrimination of the olefin bonds and delivering the corresponding functionalized β‐lactam or isoxazoline derivatives.