Filtern
Volltext vorhanden
- nein (3)
Dokumenttyp
- Wissenschaftlicher Artikel (3) (entfernen)
Sprache
- Englisch (3) (entfernen)
Gehört zur Bibliographie
- ja (3)
Schlagworte
- Desymmetrization (1)
- Lactams (1)
- Lactones (1)
- Metathesis (1)
- Oxygen heterocycles (1)
- hydrogenation (1)
- isomerization (1)
- metathesis (1)
- ruthenium (1)
- tandem sequence (1)
- transferhydrogenation (1)
Institut
- Institut für Chemie (3) (entfernen)
A protected derivative of (3R, 4R)-hexa-1,5-diene-3,4-diol, a conveniently accessible C-2-symmetric building block, undergoes single or double cross metathesis with methyl acryl-ate. The cross metathesis products are amenable to stereoselective conjugate addition reactions and can be converted into either gamma-butyrolactones or gamma-lactams.
The enantiomerically pure C-2-syrnmetrical hexa-1,5-diene-3,4-diol is selectively monopropargylated. The products undergo ring-closing enyne metathesis to give exclusively dihydropyrans as single stereoisomers. An unprotected hydroxy group is identified as the factor controlling the ring-size selectivity.