Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetophenone | HCID 7410 | — |
| Reactant | (3aS)-1-methyl-3,3-diphenyl-hexahydropyrrolo(1,2-c)(1,3,2)oxazaborole | HCID 2734713 | — |
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Phenylethanol, (R)- | HCID 637516 | — |
Reaction Steps
To acetophenone (19.47 mL, 166.6 mmol) in THF (100 mL) was added (S)-(−)-2-methyl-CBS-oxazaborolidine (4.62 g, 16.6 mmol), and the reaction was cooled to 0° C. Borane methyl sulfide complex (2M in THF; 50 mL, 100 mmol) was added over 15 minutes, and the reaction was stirred at room temperature. Aqueous work-up gave the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048902B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-5a63f3300c824a078546772c12d1101d |
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| Source note | uspto-grants-2011_11 |
|---|