Unexpected Resistance to Base-Catalyzed Hydrolysis of Nitrogen Pyramidal Amides Based on the 7-Azabicyclic[2.2.1]heptane Scaffold

Unexpected Resistance to Base-Catalyzed Hydrolysis of Nitrogen Pyramidal Amides Based on the 7-Azabicyclic[2.2.1]heptane Scaffold

Non-planar amides are usually transitional structures, that are involved in amide bond rotation and inversion of the nitrogen atom, but some ground-minimum non-planar amides have been reported. Non-planar amides are generally sensitive to water or other nucleophiles, so that the amide bond is readil...

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Bibliographic Details
Main Authors: Diego Antonio Ocampo Gutiérrez de Velasco, Aoze Su, Luhan Zhai, Satowa Kinoshita, Yuko Otani, Tomohiko Ohwada
Format: Article
Language:English
Published: MDPI AG 2018-09-01
Series:Molecules
Subjects:
non planar amide
base-catalyed hydrolysis
water solvation
entropy
Online Access:http://www.mdpi.com/1420-3049/23/9/2363

Internet

http://www.mdpi.com/1420-3049/23/9/2363

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