Technology Process of (S,E)-3-ethyl-3-(4-methylpenta-1,3-dien-1-yl)cyclohexanone
There total 3 articles about (S,E)-3-ethyl-3-(4-methylpenta-1,3-dien-1-yl)cyclohexanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
ethylmagnesium bromide;
With
C18H28N2O(1+)*Cl(1-); copper(II) bis(trifluoromethanesulfonate);
In
dichloromethane;
at -10 ℃;
for 0.0833333h;
Inert atmosphere;
(E)-3-(4-methylpenta-1,3-dien-1-yl)cyclohex-2-enone;
In
dichloromethane;
at -10 ℃;
for 1h;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
DOI:10.1002/chem.201200502
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / diethyl ether; pentane / 0.42 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: C18H28N2O(1+)*Cl(1-); copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 0.08 h / -10 °C / Inert atmosphere
2.2: 1 h / -10 °C / Inert atmosphere
With
C18H28N2O(1+)*Cl(1-); tert.-butyl lithium; copper(II) bis(trifluoromethanesulfonate);
In
diethyl ether; dichloromethane; pentane;
DOI:10.1002/chem.201200502
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: triphenylphosphine / dichloromethane / 1 h / -20 - 20 °C
2.1: triethylamine; Dimethyl phosphite / N,N-dimethyl-formamide / 20 °C / Inert atmosphere
2.2: 14 h / Inert atmosphere; Reflux
3.1: tert.-butyl lithium / diethyl ether; pentane / 0.42 h / -78 °C / Inert atmosphere
3.2: -78 - 20 °C / Inert atmosphere
4.1: C18H28N2O(1+)*Cl(1-); copper(II) bis(trifluoromethanesulfonate) / dichloromethane / 0.08 h / -10 °C / Inert atmosphere
4.2: 1 h / -10 °C / Inert atmosphere
With
C18H28N2O(1+)*Cl(1-); tert.-butyl lithium; copper(II) bis(trifluoromethanesulfonate); triethylamine; Dimethyl phosphite; triphenylphosphine;
In
diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane;
DOI:10.1002/chem.201200502
