Technology Process of (R)-2-(1-(4-methoxyphenyl)hex-5-en-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
There total 2 articles about (R)-2-(1-(4-methoxyphenyl)hex-5-en-3-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
3-(4-methoxyphenyl)propyl N,N-diisopropylcarbamate;
With
(-)-sparteine; sec.-butyllithium;
In
diethyl ether; hexane; cyclohexane;
at -78 ℃;
for 5h;
Inert atmosphere;
Schlenk technique;
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;
In
diethyl ether; hexane; cyclohexane;
at -78 - 20 ℃;
Inert atmosphere;
Schlenk technique;
With
magnesium bromide ethyl etherate;
In
diethyl ether; hexane; cyclohexane;
for 16h;
enantioselective reaction;
Reflux;
Inert atmosphere;
Schlenk technique;
DOI:10.14233/ajchem.2014.16244
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: triethylamine / dichloromethane / 16 h / Reflux
2.1: sec.-butyllithium; (-)-sparteine / diethyl ether; hexane; cyclohexane / 5 h / -78 °C
2.2: -78 °C / Reflux
With
sec.-butyllithium; triethylamine; (-)-sparteine;
In
diethyl ether; hexane; dichloromethane; cyclohexane;
DOI:10.1021/ja2077813
- Guidance literature:
-
With
dihydrogen peroxide; sodium hydroxide;
In
tetrahydrofuran; diethyl ether; water;
at 0 - 20 ℃;
optical yield given as %ee;
DOI:10.1021/ja2077813
