Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5225363 | Tetrahedron | 2007 | 10 Pages |
Abstract
An efficient protocol for the synthesis of novel seleno-β-lactams using operationally simple strategies is presented. 3-Phenyl/benzylseleno-β-lactams, obtained from 2-phenyl/benzylselenoethanoic acids, are transformed to cis-3-chloro-3-phenyl/benzylseleno-β-lactams, which undergo reaction with various active aliphatic and aromatic substrates catalyzed by Lewis acid to produce cis-3-alkoxy-3-phenyl/benzylseleno-β-lactams and C-3 monosubstituted seleno-β-lactams. Halogen mediated intraselenyl cyclization of cis-3-(prop-2-ynyloxy)-3-benzylseleno-β-lactams affords novel spiro seleno-β-lactams.
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