Author： Besbes Neji Jellali Houyem Pale Patrick Efrit Mohamed Lotfi Srasra Ezzeddine
Publisher： Taylor & Francis Ltd
ISSN： 1042-6507
Source： Phosphorus, Sulfur, and Silicon and the Related Elements, Vol.185, Iss.4, 2010-04, pp. : 883-889
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Abstract
Silica gel and activated clay, behaving as Lewis acids, reacted with N-acyl-2,2-dimethylaziridines 1 to lead to pentacoordinated aziridinium silicate ions. The regiospecific ring opening on the CMe2 carbon side of the intermediate I involves, after removal of the catalyst, the zwitterion II. The zwitterion II undergoes either a transfer of proton leading to the N-methallylamide 2 or intramolecular cyclization reaction leading to the oxazoline 3. The unstable oxazoline 3 on catalyst is hydrated in turn into amidoalcohol 4 via the oxazolinium silicate III.
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