Technology Process of (2E,4R)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolanyl)-6-phenylhex-2-ene
There total 5 articles about (2E,4R)-4-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolanyl)-6-phenylhex-2-ene 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:
-
phenprobamate;
With
(2-methylpropyl)lithium;
In
diethyl ether; hexane; cyclohexane;
at -78 ℃;
for 5h;
4,4,5,5-tetramethyl-2-[(1E)-prop-1-en-1-yl]-1,3,2-dioxaborolane;
In
diethyl ether; hexane; cyclohexane;
at -78 ℃;
for 1h;
With
magnesium dibromide etherate;
In
diethyl ether; hexane; cyclohexane;
at 20 ℃;
for 16h;
enantioselective reaction;
Reflux;
DOI:10.1021/ja401564z
- Guidance literature:
-
3-phenylpropyl N,N-diisopropylcarbamate;
With
sec.-butyllithium; (-)-l-sparteine;
In
diethyl ether;
at -78 ℃;
for 5h;
4,4,5,5-tetramethyl-2-[(1E)-prop-1-en-1-yl]-1,3,2-dioxaborolane;
In
diethyl ether;
at -78 ℃;
for 1h;
With
magnesium bromide;
In
diethyl ether;
at 20 ℃;
for 16h;
Reflux;
DOI:10.1002/chem.201303683
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: pyridine / dichloromethane / 17 h / 0 - 20 °C / Inert atmosphere
2.1: tetrakis(acetonitrile)copper(I)tetrafluoroborate; C24H44N2P2Si2; potassium tert-butylate / tetrahydrofuran / 0.25 h / Inert atmosphere; Glovebox; Sealed tube
2.2: 24 h / -40 °C / Inert atmosphere; Sealed tube
With
pyridine; tetrakis(acetonitrile)copper(I)tetrafluoroborate; potassium tert-butylate; C24H44N2P2Si2;
In
tetrahydrofuran; dichloromethane;
DOI:10.1021/jacs.0c08899
