Importance of C− N Bond Rotation in N-Acyl Oxazolidinones in their SmI2-Promoted Coupling to Acrylamides
…, B Schiøtt, K Daasbjerg, T Skrydstrup
Index: Hansen, Anna Mette; Lindsay, Karl B.; Sudhadevi Antharjanam; Karaffa, Jakob; Daasbjerg, Kim; Flowers II, Robert A.; Skrydstrup, Troels Journal of the American Chemical Society, 2006 , vol. 128, # 30 p. 9616 - 9617
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Citation Number: 31
Abstract
A detailed mechanistic investigation was undertaken to determine the dominating factors of the postelectron transfer steps in the SmI2-promoted carbon− carbon bond forming reaction between N-acyl oxazolidinones and acrylamides. Competition experiments were performed by reacting two N-acyl oxazolidinones with a limiting amount of Nt-butyl acrylamide, and from the product distribution, the relative reactivity values (RV) for a series of N-acyl ...
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