Technology Process of (R)-(3-(4-(tert-butyl)phenyl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)hex-1-yn-1-yl)trimethylsilane
There total 3 articles about (R)-(3-(4-(tert-butyl)phenyl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)hex-1-yn-1-yl)trimethylsilane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
bis(tricyclohexylphosphine)nickel(II) dichloride; [3aS-[2(3'aRS,8'aSR),3aα,8aα]]-2,2'-(2,6-pyridinediyl)bis-[3a,8a-dihydro-8H-indeno[1,2-d]oxazole];
In
tetrahydrofuran; 1,2-dimethoxyethane;
at 10 ℃;
for 20h;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
DOI:10.1021/ja300031w
- Guidance literature:
-
Multi-step reaction with 2 steps
1: pyridine / toluene / 0 - 20 °C / Inert atmosphere
2: bis(tricyclohexylphosphine)nickel(II) dichloride; [3aS-[2(3'aRS,8'aSR),3aα,8aα]]-2,2'-(2,6-pyridinediyl)bis-[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] / tetrahydrofuran; 1,2-dimethoxyethane / 20 h / 10 °C / Inert atmosphere
With
pyridine; bis(tricyclohexylphosphine)nickel(II) dichloride; [3aS-[2(3'aRS,8'aSR),3aα,8aα]]-2,2'-(2,6-pyridinediyl)bis-[3a,8a-dihydro-8H-indeno[1,2-d]oxazole];
In
tetrahydrofuran; 1,2-dimethoxyethane; toluene;
2: Negishi coupling reaction;
DOI:10.1021/ja300031w
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / 0 - 20 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
1.3: 20 °C / Inert atmosphere
2.1: pyridine / toluene / 0 - 20 °C / Inert atmosphere
3.1: bis(tricyclohexylphosphine)nickel(II) dichloride; [3aS-[2(3'aRS,8'aSR),3aα,8aα]]-2,2'-(2,6-pyridinediyl)bis-[3a,8a-dihydro-8H-indeno[1,2-d]oxazole] / tetrahydrofuran; 1,2-dimethoxyethane / 20 h / 10 °C / Inert atmosphere
With
pyridine; bis(tricyclohexylphosphine)nickel(II) dichloride; [3aS-[2(3'aRS,8'aSR),3aα,8aα]]-2,2'-(2,6-pyridinediyl)bis-[3a,8a-dihydro-8H-indeno[1,2-d]oxazole]; lithium diisopropyl amide;
In
tetrahydrofuran; 1,2-dimethoxyethane; n-heptane; ethylbenzene; toluene;
3.1: Negishi coupling reaction;
DOI:10.1021/ja300031w
