Title of article
Lewis acid mediated functionalization of β-lactams: mechanistic study and synthesis of C-3 unsymmetrically disubstituted azetidin-2-ones
Author/Authors
Bhalla، نويسنده , , Aman and Rathee، نويسنده , , Suman and Madan، نويسنده , , Sachin and Venugopalan، نويسنده , , Paloth and Bari، نويسنده , , Shamsher S.، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2006
Pages
5
From page
5255
To page
5259
Abstract
A convenient and efficient route to novel unsymmetrically disubstituted azetidin-2-ones is described. β-Lactam carbocation equivalents of type 1 and active aromatic substrates in the presence of a Lewis acid promote a facile and stereoselective C-3 substitution to provide monosubstituted β-lactams (3,4) and symmetrically disubstituted β-lactams (5). cis-3-(4′-Methoxyphenyl)-3-phenylthioazetidin-2-ones (4) undergo further substitution with active aromatic substrates mediated by a Lewis acid to afford unsymmetrically disubstituted azetidin-2-ones (7).
Keywords
azetidin-2-ones , Lewis acid , Monosubstituted ?-lactams , Unsymmetrically disubstituted azetidin-2-ones , nucleophiles
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1851421
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