Technology Process of (R)-4-methyl-4-(naphthalen-2-yl)cyclohex-2-enone
There total 6 articles about (R)-4-methyl-4-(naphthalen-2-yl)cyclohex-2-enone 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:
-
2-(2-naphthyl)propanal; methyl vinyl ketone;
With
(1S,2S)-cyclohexane-1,2-dicarboxylic acid; (S,S)-1,2-diaminocyclohexane;
In
isopropyl alcohol;
at 0 ℃;
for 4h;
With
tetra(n-butyl)ammonium hydroxide; potassium hydroxide;
In
tetrahydrofuran; diethyl ether; water; isopropyl alcohol;
at 60 ℃;
for 0.5h;
optical yield given as %ee;
DOI:10.1021/ol100350w
- Guidance literature:
-
Multi-step reaction with 4 steps
1: toluene-4-sulfonic acid / toluene / 18 h / 20 - 100 °C
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 22 h / 100 °C
3: (R,R)-1,2-bis(2,5-diphenylphospholanyl)ethane; copper(l) chloride; sodium t-butanolate / toluene / 4 h / 40 °C / Inert atmosphere
4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 22 °C
With
tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(l) chloride; sodium t-butanolate; (R,R)-1,2-bis(2,5-diphenylphospholanyl)ethane;
In
tetrahydrofuran; 1,4-dioxane; toluene;
DOI:10.1021/acs.orglett.8b02084
