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1,3-Dipolar Cycloaddition with Diazo Groups: Noncovalent Interactions Overwhelm Strain

Like azides, diazoacetamides undergo 1,3-dipolar cycloadditions with oxanorbornadienes (OND) in a reaction that is accelerated by the relief of strain in the transition state. The cycloaddition of a diazoacetamide with unstrained ethyl 4,4,4-trifluoro-2-butynoate is, however, 35-fold faster than wit...

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Detalles Bibliográficos
Publicado en:Org Lett
Main Authors: Gold, Brian, Aronoff, Matthew R., Raines, Ronald T.
Formato: Artigo
Idioma:Inglês
Publicado: 2016
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Acceso en liña:https://ncbi.nlm.nih.gov/pmc/articles/PMC5148626/
https://ncbi.nlm.nih.gov/pubmed/27599159
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/acs.orglett.6b01938
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