Reaktionsgleichung
[CH3:1][C:2]1[C:11](=[O:12])[C:10]([CH3:14])([CH3:13])[CH2:9][C:4]2([O:8][CH2:7][CH2:6][O:5]2)[CH:3]=1.[Li].N>CCOCC.[N+]([O-])([O-])=O.[Fe+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O>[OH:5][CH2:4][CH:3]=[C:2]([CH3:1])[C:11]#[C:10][C:11]1([OH:12])[C:10]([CH3:14])([CH3:13])[CH2:9][C:4]2([O:5][CH2:6][CH2:7][O:8]2)[CH:3]=[C:2]1[CH3:1]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
Keto-α-isophorone is acetalized. The resulting 7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-one is condensed with trans-1-hydroxy-3-methyl-pent-2-en-4-yne in the presence of lithium in liquid ammonia and iron-(III) nitrate in ether to give rac. 8-(5-hydroxy-3-methyl-pent-3-en-1-yn-1-yl)-7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-ol (XVI).
Quellen und Nachweise
- ORD-Eintrag
- ord-f1785cc8c6c04947a40028dfef09b865
- Quelldatensatz
- uspto-grants-1979_05
- Patentnummer
- US04156090
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