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Cyclization of deprotonated 2-phenyl-1-tosylaziridine. A surprising example of an intramolecular nucleophilic aromatic addition

✍ Scribed by Hans-Joachim Breternitz; Ernst Schaumann; Gunadi Adiwidjaja


Book ID
104216093
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
212 KB
Volume
32
Category
Article
ISSN
0040-4039

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✦ Synopsis


Deprotonation of 2-phenyl-1-tosylaziridine

1 with butyl lithium gives an anion that cyclizes to 4 by an intramolecular nucleophilic aromatic addition. Treatment of derivatives 5, 6 with a Grignard reagent produces aziridines 10, 11.


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