| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5221630 | Tetrahedron | 2010 | 8 Pages |
Abstract
The Lewis acid-catalyzed intramolecular substitution reactions of 4-vinyloxy- or 4-acyloxy-azetidin-2-ones with nitrogen-bound allyl-, propargyl- and vinyl-silanes leading to the carbacephams or carbacephems, are reported. The formation of carbapenams was not observed. To illustrate the potential of these reactions to be carried out under solid-phase conditions, a synthesis of diastereomeric 5-vinyl-carbacephams via the cyclization/cleavage methodology was performed.
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