Secondary Orbital Interactions Enhance the Reactivity of Alkynes in Diels–Alder Cycloadditions

[Image: see text] We have investigated the inverse electron-demand Diels–Alder reactions of trans-cyclooctene (TCO) and endo-bicyclo[6.1.0]nonyne (BCN) with a 1,2,4,5-tetrazine, a cyclopentadienone, and an ortho-benzoquinone. Tetrazines react significantly faster with TCO compared to BCN because the...

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Detalles Bibliográficos
Autores principales: Levandowski, Brian J., Svatunek, Dennis, Sohr, Barbara, Mikula, Hannes, Houk, K. N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8830044/
https://www.ncbi.nlm.nih.gov/pubmed/30693769
http://dx.doi.org/10.1021/jacs.8b13088

Internet

https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8830044/
https://www.ncbi.nlm.nih.gov/pubmed/30693769
http://dx.doi.org/10.1021/jacs.8b13088

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