Title of article
Lewis acid mediated nucleophilic ring opening followed by cycloaddition of 2-aryl-N-tosylaziridines with carbonyl compounds: further support towards an SN2-type mechanism
Author/Authors
Ghorai، نويسنده , , Manas K. and Ghosh، نويسنده , , Koena، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
5
From page
3191
To page
3195
Abstract
A highly regioselective SN2-type ring opening of 2-aryl-N-tosylaziridines with carbonyl compounds in the presence of a Lewis acid to afford various 1,3-oxazolidines and 1,2-amino alcohols in excellent yields and moderate to high enantioselectivity is described. The formation of non-racemic products provides convincing evidence for the SN2-type ring opening mechanism.
Keywords
2-Aryl-N-tosylaziridine , Cu(OTf)2 , BF3·OEt2 , SN2 pathway , Mechanism , Nucleophilic ring opening , carbonyl , 3-oxazolidine , 1 , 1 , 2-Amino alcohol , Zn(OTf)2
Journal title
Tetrahedron Letters
Serial Year
2007
Journal title
Tetrahedron Letters
Record number
1854868
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