Nucleophile-Dependent Regio- and Stereoselective Ring Opening of 1-Azoniabicyclo[3.1.0]hexane Tosylate

1‐[(1R)‐(1‐Phenylethyl)]‐1‐azoniabicyclo[3.1.0]hexane tosylate was generated as a stable bicyclic aziridinium salt from the corresponding 2‐(3‐hydroxypropyl)aziridine upon reaction with p‐toluenesulfonyl anhydride. This bicyclic aziridinium ion was then treated with various nucleophiles including ha...

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Veröffentlicht in:	Chemistry, an Asian journal an Asian journal, 2014-04, Vol.9 (4), p.1060-1067
Hauptverfasser:	Ji, Mi-Kyung, Hertsen, Dietmar, Yoon, Doo-Ha, Eum, Heesung, Goossens, Hannelore, Waroquier, Michel, Van Speybroeck, Veronique, D'hooghe, Matthias, De Kimpe, Norbert, Ha, Hyun-Joon
Format:	Artikel
Sprache:	eng
Schlagworte:	aziridines Aziridines - chemistry Benzenesulfonates - chemistry Bridged Bicyclo Compounds - chemistry Chemistry Crystallography, X-Ray density functional theory calculations heterocycles Kinetics Molecular Conformation nucleophilic substitution Piperidines - chemistry ring expansion ring opening Stereoisomerism Thermodynamics
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