Transition Metal-Catalyzed Selective Carbon-Carbon Bond Cleavage of Vinylcyclopropanes in Cycloaddition Reactions

In this review, transition metal-catalyzed methodologies and applications that exploit C-C bond cleavage of vinylcyclopropanes (VCPs) are summarized with a focus on cycloaddition and related addition reactions. Transition metals, including palladium, nickel, iron, ruthenium, rhodium, cobalt, and iri...

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Veröffentlicht in:Chemical reviews 2021-01, Vol.121 (1), p.110-139
Hauptverfasser: Wang, Jianhua, Blaszczyk, Stephanie A., Li, Xiaoxun, Tang, Weiping
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Sprache:eng
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Zusammenfassung:In this review, transition metal-catalyzed methodologies and applications that exploit C-C bond cleavage of vinylcyclopropanes (VCPs) are summarized with a focus on cycloaddition and related addition reactions. Transition metals, including palladium, nickel, iron, ruthenium, rhodium, cobalt, and iridium, can catalyze the cleavage of C-C bonds in activated or nonactivated VCPs. Additionally, these bond-breaking reactions can occur as intraor intermolecular processes. The properties of activated and nonactivated VCPs are discussed in the Introduction. Various transition metal-catalyzed cycloaddition and addition reactions involving the cleavage of C-C bonds in activated VCPs are then discussed in the next chapter. The transition metal-catalyzed cycloadditions involving the cleavage of C-C in nonactivated VCPs are summarized in the following chapter. Finally, challenges and potential opportunities are outlined in the last chapter.
ISSN:0009-2665
1520-6890
1520-6890
DOI:10.1021/acs.chemrev.0c00160