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Synthesis 1993; 1993(1): 89-91
DOI: 10.1055/s-1993-25805
short paper
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Synthesis of 2-Alkyl- and 2-Arylazetidines from ß-Chloroimines

Norbert De Kimpe* , Christian Stevens
  • *Laboratory of Organic Chemistry, Faculty of Agricultural Sciences, University of Gent, Coupure Links 653, B-9000 Gent, Belgium
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Publication Date:
17 September 2002 (online)

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2-Alkyl- and 2-phenylazetidines are synthesized by treatment of N-(3-chloro-2,2-dimethylpropylidene)amines with alkyllithium and phenyllithium reagents, respectively. Addition of the organometallic reagent across the imino bond of the ß-chloroimine is followed by intramolecular nucleophilic substitution yielding 2-substituted azetidines.