Technology Process of (4S,6R)-6-(benzyloxy)non-1-en-4-ol
There total 4 articles about (4S,6R)-6-(benzyloxy)non-1-en-4-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(R)-3-(benzyloxy)hexanal;
With
titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol;
In
dichloromethane;
for 0.166667h;
Inert atmosphere;
Molecular sieve;
allyltributylstanane;
In
dichloromethane;
at -78 - -20 ℃;
for 16h;
optical yield given as %de;
diastereoselective reaction;
Inert atmosphere;
DOI:10.1016/j.tet.2011.11.045
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; toluene / 4.5 h / 0 - 20 °C / Inert atmosphere
2.1: titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol / dichloromethane / 0.17 h / Inert atmosphere; Molecular sieve
2.2: 16 h / -78 - -20 °C / Inert atmosphere
With
2,6-dimethylpyridine; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; (S)-[1,1']-binaphthalenyl-2,2'-diol;
In
1,4-dioxane; dichloromethane; water; toluene;
2.2: Keck allylation;
DOI:10.1016/j.tet.2011.11.045
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: sodium hydride / tetrahydrofuran; paraffin oil / 4 h / 0 - 20 °C / Inert atmosphere
2.1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; toluene / 4.5 h / 0 - 20 °C / Inert atmosphere
3.1: titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol / dichloromethane / 0.17 h / Inert atmosphere; Molecular sieve
3.2: 16 h / -78 - -20 °C / Inert atmosphere
With
2,6-dimethylpyridine; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium hydride;
In
tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; paraffin oil;
3.2: Keck allylation;
DOI:10.1016/j.tet.2011.11.045
