Dendralenes branch out: cross-conjugated oligoenes allow the rapid generation of molecular complexity

Angewandte Chemie
Henning Hopf, Michael S Sherburn

Abstract

Twenty-seven years ago, H. Hopf published the only previous comprehensive review on branched oligoenes that had the title "Dendralenes: A Neglected Family of Hydrocarbons". The dendralenes are no longer neglected. Research into the synthesis, properties, and applications of dendralenes is rapidly gaining momentum and this Review summarizes important recent findings. From significant fundamental properties (the first demonstration of alternating behavior since the annulenes) through to unparalleled complexity-generating synthetic transformations, this fundamental oligoene family is coming of age. Effective synthetic approaches to cyclic and acyclic dendralene systems are analyzed and classified. The most powerful synthetic transformations of the dendralenes, diene-transmissive Diels-Alder reactions, are surveyed in detail.

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Citations

Nov 17, 2012·Journal of the American Chemical Society·Sergey V Pronin, Ryan A Shenvi
Oct 31, 2012·Organic Letters·Ruomeng WangMichael S Sherburn
Dec 5, 2012·Beilstein Journal of Organic Chemistry·Henning Hopf, Georgios Markopoulos
Mar 4, 2014·The Journal of Organic Chemistry·Thomas FallonMichael S Sherburn
Aug 1, 2014·Future Medicinal Chemistry·Daniel J Jansen, Ryan A Shenvi
Jan 13, 2016·The Journal of Organic Chemistry·Mehmet F SaglamMichael S Sherburn
Jan 2, 2016·Journal of the American Chemical Society·Mehmet F SaglamMichael S Sherburn
Sep 15, 2015·Journal of the American Chemical Society·Emily G MackayMichael S Sherburn
Jun 1, 2016·Journal of the American Chemical Society·Hai-Hua LuRyan A Shenvi
Mar 3, 2017·Journal of the American Chemical Society·Christopher A Reiher, Ryan A Shenvi
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Jan 30, 2016·Angewandte Chemie·Siu Min TanMichael S Sherburn
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