Bond Rotation Dynamics of Enamides: The Effect of the Acyl Group and Potential for Chirality Transfer during 5-Endo Trig Radical Cyclizations

Barriers to rotation of the N-alkenyl bond in a series of N-cycloalkenyl-N-benzyl acetamide derivatives have been measured in different solvents by variable-temperature NMR experiments. The barriers range from 9.7 to 14.2 kcal/mol, depending on substituents on the acetamide acyl group. Polar solvent...

Ausführliche Beschreibung

Bibliographische Detailangaben

Veröffentlicht in:	Journal of organic chemistry 2011-06, Vol.76 (11), p.4546-4551
Hauptverfasser:	Clark, Andrew J, Curran, Dennis P, Geden, Joanna V, James, Natalie, Wilson, Paul
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Exact sciences and technology Free radicals chemistry Organic chemistry Preparations and properties Reactivity and mechanisms
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!