Abstract
Vinylsulfonamides with a furan, carbocyclic, semicyclic or acyclic 1,3-diene moiety are synthetized via a domino elimination-amidation reaction of 2-chloroethanesulfonyl chloride. Intramolecular Diels-Alder reaction of these vinylsulfonamides with thermal (toluene, 110 °C) or high pressure (dichloromethane, 13 kbar) activation provides efficient access to a range of γ- and δ-sultams following a 2-3 d long synthetic procedure. Enantiopure sultams are readily obtained from N-1-phenylethyl substituted vinylsulfonamides.
Original language | English |
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Pages (from-to) | 3076-3087 |
Number of pages | 12 |
Journal | Nature Protocols |
Volume | 1 |
Issue number | 6 |
DOIs | |
Publication status | Published - 1 Jan 2007 |
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)