| Literature DB >> 22128107 |
Marc Hutchby1, Chris E Houlden, Mairi F Haddow, Simon N G Tyler, Guy C Lloyd-Jones, Kevin I Booker-Milburn.
Abstract
Stick or twist: By introducing steric hindrance at the nitrogen atom, stable linear amides bearing an electron-withdrawing α-substituent (Z = Ar, PhSO(2), P(O)(OR)(2), CN, or CO(2)R) can be induced to undergo solvolysis and substitution reactions through an elimination-addition mechanism (see picture). Key to this process is a low barrier to rotation around the amide bond and the α-substituent Z.Entities:
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Year: 2011 PMID： 22128107 DOI： 10.1002/anie.201107117
Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336