Technology Process of ((E)-Nona-4,8-dienyl)-benzene
There total 11 articles about ((E)-Nona-4,8-dienyl)-benzene which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
(E)-7-chlorohepta-1,5-diene;
With
copper(I) thiophene-2-carboxylate; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite];
In
dichloromethane;
at -78 - 20 ℃;
for 0.0833333h;
Inert atmosphere;
Schlenk technique;
phenethylmagnesium bromide;
In
diethyl ether; dichloromethane;
at -78 ℃;
for 2h;
Inert atmosphere;
Schlenk technique;
With
Grubbs catalyst first generation;
In
dichloromethane;
at 20 ℃;
enantioselective reaction;
Inert atmosphere;
Schlenk technique;
DOI:10.1002/ejoc.201300971
- Guidance literature:
-
(E)-7-chlorohepta-1,5-diene;
With
copper(I) thiophene-2-carboxylate; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite];
In
dichloromethane;
at -78 - 20 ℃;
for 0.0833333h;
Inert atmosphere;
Schlenk technique;
phenethylmagnesium bromide;
In
diethyl ether; dichloromethane;
at -78 ℃;
for 2h;
Overall yield = 72 %; enantioselective reaction;
Inert atmosphere;
Schlenk technique;
DOI:10.1002/ejoc.201300971
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / Inert atmosphere
1.2: 20 °C
2.1: diisobutylaluminium hydride / diethyl ether / 190 h / -78 °C / Inert atmosphere
3.1: N-chloro-succinimide; dimethylsulfide / dichloromethane / 1 h / -10 - 20 °C / Inert atmosphere
4.1: copper(I) thiophene-2-carboxylate; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite] / dichloromethane / 0.08 h / -78 - 20 °C / Inert atmosphere; Schlenk technique
4.2: 2 h / -78 °C / Inert atmosphere; Schlenk technique
4.3: 20 °C / Inert atmosphere; Schlenk technique
With
N-chloro-succinimide; copper(I) thiophene-2-carboxylate; dimethylsulfide; O,O'-(R)-(1,1'-dinaphthyl-2,2'-diyl)-N,N'-di-(R,R)-[phenylethylphosphoramidite]; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride;
In
diethyl ether; dichloromethane; acetonitrile;
1.1: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/ejoc.201300971
