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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...

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Detalhes bibliográficos
Main Authors: Pham, Hung V., Paton, Robert S., Ross, Audrey G., Danishefsky, Samuel J., Houk, K. N.
Formato: Artigo
Idioma:Inglês
Publicado em: American Chemical Society 2014
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC3965351/
https://ncbi.nlm.nih.gov/pubmed/24410341
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ja410220w
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