Technology Process of (4R)-4-allyloxy-2-dihydroxyboryl-2-cyclohexen-1-one
There total 8 articles about (4R)-4-allyloxy-2-dihydroxyboryl-2-cyclohexen-1-one 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:
-
(8R)-8-allyloxy-6-bromospiro-[4.5]dec-6-ene;
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
Inert atmosphere;
With
Trimethyl borate;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 2h;
Inert atmosphere;
With
hydrogenchloride;
In
tetrahydrofuran; hexane; water;
DOI:10.1021/jo2003852
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: hydrogenchloride / tetrahydrofuran; water / 24 h / 20 °C
2.1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 0 °C
3.1: bromine; triethylamine / dichloromethane / 0.08 h / 0 °C
4.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0 - 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
5.2: 0 - 20 °C
6.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
6.2: 2 h / -78 °C / Inert atmosphere
With
1H-imidazole; hydrogenchloride; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; bromine; sodium hydride; triethylamine;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo2003852
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: Nitrosobenzene; L-proline / N,N-dimethyl-formamide / 17 h / 0 °C
1.2: 0.5 h / 0 °C
1.3: 5 h / 20 °C
2.1: hydrogenchloride / tetrahydrofuran; water / 24 h / 20 °C
3.1: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 0 °C
4.1: bromine; triethylamine / dichloromethane / 0.08 h / 0 °C
5.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0 - 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
6.2: 0 - 20 °C
7.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere
7.2: 2 h / -78 °C / Inert atmosphere
With
1H-imidazole; hydrogenchloride; n-butyllithium; trimethylsilyl trifluoromethanesulfonate; bromine; sodium hydride; triethylamine; Nitrosobenzene; L-proline;
In
tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide;
1.2: Luche reduction;
DOI:10.1021/jo2003852
![(8R)-8-allyloxy-6-bromospiro-[4.5]dec-6-ene](/Databaselist/images/loading.webp)
