A quantitative structure-reactivity relationship in N-acetyl oxazolidines: an electrostatic interaction controls rotamer population

作者:Fernando Martinez R; Avalos Martin; Babiano Reyes; Cintas Pedro; Jimenez Jose L; Palacios Juan C; Perez Esther M S
来源:Organic and Biomolecular Chemistry, 2011, 9(9): 3279-3289.
DOI:10.1039/c0ob01039a

摘要

The conformational population of Z and E isomers of the amide bond in N-acetyl oxazolidines is dictated by the electronic nature of the vicinal aryl ring. Experimental and theoretical data support a rationale based on a strong and stereodirecting charge-charge interaction that should be added to the arsenal of non-covalent interactions and whose influence can be more important than once thought.

  • 出版日期2011

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