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dc.contributor.authorDoyle, Michael
dc.contributor.authorCheng, Qing-Qing
dc.contributor.authorDeng, Yongming
dc.contributor.authorLankelma, Marianne
dc.date.accessioned2021-11-15T18:44:16Z
dc.date.available2021-11-15T18:44:16Z
dc.date.issued2017-07-20
dc.identifier.citation10.1039/c7cs00324ben_US
dc.identifier.issn1460-4744
dc.identifier.urihttps://hdl.handle.net/20.500.12588/718
dc.description.abstractEnoldiazo esters and amides have proven to be versatile reagents for cycloaddition reactions that allow highly efficient construction of various carbocycles and heterocycles. Their versatility is exemplified by (1) [2+n]-cycloadditions (n = 3, 4) by the enol silyl ether units of enoldiazo compounds with retention of the diazo functionality to furnish α-cyclic-α-diazo compounds that are themselves subject to further transformations of the diazo functional group; (2) [3+n]-cycloadditions (n = 1–5) by metallo-enolcarbenes formed by catalytic dinitrogen extrusion from enoldiazo compounds; (3) [2+n]-cycloadditions (n = 3, 4) by donor–acceptor cyclopropenes generated in situ from enoldiazo compounds that produce cyclopropane-fused ring systems. The role of dirhodium(II) and the emergence of copper(I) catalysts are described, as are the different outcomes of reactions initiated with these catalysts. This comprehensive review on cycloaddition reactions of enoldiazo compounds, with emphasis on methodology development, mechanistic insight, and catalyst-controlled chemodivergence, aims to provide inspiration for future discoveries in the field and to catalyze the application of enoldiazo reagents by the wider synthetic community.en_US
dc.language.isoen_USen_US
dc.publisherRoyal Society of Chemistryen_US
dc.relation.ispartofseriesChemical Society Reviews;
dc.rightsAttribution 3.0 United States*
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/us/*
dc.titleCycloaddition reactions of enoldiazo compoundsen_US
dc.typeArticleen_US
dc.description.departmentChemistryen_US


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Attribution 3.0 United States
Except where otherwise noted, this item's license is described as Attribution 3.0 United States