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Dicationic ring opening reactions of trans-2-phenylcyclopropylamine•HCl: electrophilic cleavage of the distal (C(2)-C(3)) bond of cyclopropanes

Electrophilic ring opening of trans-2-phenylcyclopropylamine•HCl occurs at the distal (C(2)-C(3)) bond. This is consistent with weakening of the distal bond by the σ-withdrawing ammonium group and charge-charge repulsive effects in the transition state.

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Detalhes bibliográficos
Publicado no:J Org Chem
Main Authors: Lill, Sten O. Nilsson, Naredla, Rajasekhar Reddy, Zielinski, Matthew E., Knoecer, Larecia, Klumpp, Douglas A.
Formato: Artigo
Idioma:Inglês
Publicado em: 2013
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC5333643/
https://ncbi.nlm.nih.gov/pubmed/23941589
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/jo4016198
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