The preparation of stable aziridinium ions and their ring-openings.
The reaction of enantiomerically pure 2-substituted 1-phenylethyl-aziridine with methyl trifluoromethanesulfonate generated a stable methylaziridinium ion, which was reacted with various external nucleophiles, including nitrile, to yield synthetically valuable and optically pure acyclic amine derivatives in a completely regio- and stereoselective manner.
Kim
Yongeun
Y
Department of Chemistry and Protein Centre for Bio-Industry, Hankuk University of Foreign Studies, Yongin 449-791, Korea.
Ha
Hyun-Joon
HJ
Yun
Sae Young
SY
Lee
Won Koo
WK
D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry*; D007477:Ions / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
D000588:Amines; D001388:Aziridines; D007477:Ions