HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyclohexanone → 2-Cyclohepten-1-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyclohexanone | HCID 7967 | — |
| Edukt | 2-Cyclopenten-1-one | HCID 13588 | — |
| Produkt | 2-Cyclohepten-1-one | HCID 70723 | — |
| Produkt | Cyclooctene-3-one | HCID 137176 | — |
| Produkt | 2-Cyclopentadecenone | HCID 54040345 | — |
Reaktionsschritte
As may be seen in the table, cyclopentenone and cyclohexanone provided for modest enantiocontrol (12-15:1 endo:exo, 48-63% ee, 81% yield), while cycloheptenone (n=2), cyclooctenone (n=3), and (E) cyclopentadecene-2-one (n=10) were found to be highly enantioselective (entries 3-5, 5-18:1 endo:exo, 90-93% ee, 83-88% yield). Cyclopentenone (n=0, entry 1) and cyclohexanone (n=1, entry 2) were found to be somewhat less enantioselective.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07592463B2 |
| Quelldatensatz | uspto-grants-2009_09 |
| ORD ID | ord-0887465990e24916920d9fc6847df7fe |
| Quellennotiz | uspto-grants-2009_09 |