Cargando…
Intramolecular Diels–Alder Reactions of Cycloalkenones: Stereoselectivity, Lewis Acid Acceleration, and Halogen Substituent Effects
[Image: see text] The intramolecular Diels–Alder reactions of cycloalkenones and terminal dienes occur with high endo stereoselectivity, both thermally and under Lewis-acidic conditions. Through computations, we show that steric repulsion and tether conformation govern the selectivity of the reactio...
Autores principales: | Pham, Hung V., Paton, Robert S., Ross, Audrey G., Danishefsky, Samuel J., Houk, K. N. |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2014
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3965351/ https://www.ncbi.nlm.nih.gov/pubmed/24410341 http://dx.doi.org/10.1021/ja410220w |
Ejemplares similares
-
High stereoselectivity on low temperature Diels-Alder reactions
por: da Silva Filho, Luiz Carlos, et al.
Publicado: (2005) -
Diels–Alder Reactions
of Allene with Benzene
and Butadiene: Concerted, Stepwise, and Ambimodal Transition States
por: Pham, Hung V., et al.
Publicado: (2014) -
How Lewis Acids Catalyze Diels–Alder Reactions
por: Vermeeren, Pascal, et al.
Publicado: (2020) -
Effect of an α‐Methyl Substituent on the Dienophile on Diels‐Alder endo:exo Selectivity
por: Larrañaga, Olatz, et al.
Publicado: (2019) -
Vinylazaarenes as dienophiles in Lewis acid-promoted Diels–Alder reactions
por: Davis, Anna E., et al.
Publicado: (2021)