Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 69017589 | HCID 69017589 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69017920 | HCID 69017920 | 66% |
Reaction Steps
95.8 mg (0.27 mmol) of 2-acetyloxy-2′-vinyloxy1,1′-binaphthyl and 9.0 mg (0.014 mmol) of Co(OAc) (L3) were dissolved in 0.27 ml of a mixed solvent (2:1) of methanol and THF under the atmosphere, 25 μl (1.44 mmol) of water was added to the mixture, and the mixture was then stirred at 0° C. After 21 hours, the reaction solution was purified by silica gel column chromatography and as a result, 34% of 2-acetyloxy-2′-vinyloxy-1,1′-binaphthyl was left with an optical purity of 86% ee measured by HPLC. The reaction product O-acetylbinaphthol was obtained in a yield of 66%. Also, the kre1 value showing the selectivity of reactions at this time was 6.6.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07619003B2 |
|---|
| Source dataset | uspto-grants-2009_11 |
|---|
| ORD ID | ord-f3290f0fa4b54ba0b54fc1c09ca3edd0 |
|---|
| Source note | uspto-grants-2009_11 |
|---|