Abstract
A study of the regio- and stereo-chemical behaviour of the 13-dipolar cycloaddition of 3456-tetrahydro-2H-azepine 1-oxide with a series of di- and tri-substituted alkenes has been carried out. Significant secondary orbital interactions are observed in the addition reaction of alkenes having conjugated methoxycarbonyl substituents or having oxygen at allylic or homoallylic position. Quite unexpectedly the addition of crotonate and cinnamate esters are found to be non-unidirectional.
| Original language | English |
|---|---|
| Pages (from-to) | 7207-7218 |
| Number of pages | 12 |
| Journal | Tetrahedron |
| Volume | 46 |
| Issue number | 20 |
| DOIs | |
| State | Published - 1990 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry