Abstract
A range of novel γ- and δ-sultams was prepared by intramolecular [4+2] cycloaddition of vinylsulfonamides with purely thermal activation and under high pressure. Using N-1-phenylethyl substituted vinylsulfonamides, enantiopure sultams were readily obtained, debenzylation of which provided the corresponding NH sultams in high yields in the case of δ-sultams.
| Original language | English |
|---|---|
| Pages (from-to) | 167-190 |
| Number of pages | 24 |
| Journal | Arkivoc |
| Volume | 2007 |
| Issue number | 5 |
| Publication status | Published - 2007 |
| Externally published | Yes |
Keywords
- Asymmetric synthesis
- Cycloadditions
- Debenzylation
- High pressure
- Sulfur heterocycles
ASJC Scopus subject areas
- Organic Chemistry
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Cite this
Rogachev, V. O., & Metz, P. (2007). Stereoselective preparation of γ- and δ-sultams by thermal and high-pressure intramolecular Diels-Alder reaction of vinylsulfonamides. Arkivoc, 2007(5), 167-190.