HuagongsheHuagongshe Chemistry Print Report · For research reference only
cis-Isogeraniol → Citronellol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | cis-Isogeraniol | HCID 518689 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Geraniol | HCID 637566 | — |
| Reactant | Nerol | HCID 643820 | — |
| Product | Citronellol | HCID 8842 | — |
Reaction Steps
The asymmetric hydrogenation of geraniol, nerol and γ-geraniol using a ruthenium complex has already been reported (J. Am. Chem. Soc. 109, 1596, 4129 (1987); J. Organomet. Chem. 548, 65 (1997); Chem. Ind. (Dekker), 68, (1996)). When geraniol, nerol and γ-geraniol are subjected to asymmetric hydrogenation using the rhutenium complex of (S)-BINAP to produce citronellol, one of the enantiomers of citronellol is obtained when geraniol is hydrogenated and the other is obtained when nerol or γ-geraniol is hydrogenated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06323353B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-995be9d3c2924b96a4fef3de798203e0 |
| Source note | uspto-grants-2001_11 |