| Autor: |
Hazel J. Dyke, Eric J. Thomas, Andrew P. Craven |
| Rok vydání: |
1989 |
| Předmět: |
|
| Zdroj: |
Tetrahedron. 45:2417-2429 |
| ISSN: |
0040-4020 |
| DOI: |
10.1016/s0040-4020(01)83439-6 |
| Popis: |
On heating a dilute solution of a 2 : 1 mixture of the (8' E )- and (8' Z )-3-(1-oxotrienyl)-Δ3-pyrrolin-2-ones (36), Diels Alder cyclization occurred. The minor (8'Z)-pyrrolinone cyclized stereoselectively to give the endo adduct (39) which has the aspochalasan stereochemistry around the hydrogenated isoindolone nucleus. However the major (8' E )-pyrrolinone gave a mixture of endo and exo isomers (41) and (43) in which the undesired exo adduct (43) was the major component. Adduct (39) was converted into dihydroxyenone (48), the (13, 14)- Z -isomer of aspochalasin C(4). |
| Databáze: |
OpenAIRE |
| Externí odkaz: |
|
