Preparation and characterization of new chiral nitronyl nitroxides bearing a stereogenic center in the imidazolyl framework

…, N Sakai, H Matsuura, J Yamauchi

Index: Shimono, Satoshi; Tamura, Rui; Ikuma, Naohiko; Takimoto, Tatsuya; Kawame, Naoyuki; Tamada, Osamu; Sakai, Naoko; Matsuura, Hiroaki; Yamauchi, Jun Journal of Organic Chemistry, 2004 , vol. 69, # 2 p. 475 - 481

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Citation Number: 24

Abstract

A synthetic procedure for optically active and racemic α-nitronyl nitroxides (α-NNs) having a stereogenic center at the 4-position of the imidazolyl ring is described. This procedure consists of (1) the synthesis of a dissymmetric vic-dinitro compound by Kornblum reaction,(2) the enantiomeric resolution of the racemate by a diastereomer method for obtaining the optically active sample,(3) the quick reduction of the optically active or racemic vic-dinitro ...