Abstract
A study of the regio- and stereo-chemical behaviour of the 1,3-dipolar cycloaddition of a series of alkenes with 5,6-dihydro-1,4-oxazine 4-oxide (1) has been carried out. Stereoselectivity in these cycloadditions has been explained in terms of steric factors and secondary orbital interactions. The ratio of the trans and cis conformers of the cycloaddition products has been determined. The nitrone (1) was found to be more reactive than its carbocyclic counterparts.
| Original language | English |
|---|---|
| Pages (from-to) | 5273-5282 |
| Number of pages | 10 |
| Journal | Tetrahedron |
| Volume | 48 |
| Issue number | 25 |
| DOIs | |
| State | Published - 1992 |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry