Reacción #1726672
ord-faeadfdeef5344578c33d9dc54604d6f
Ecuación de reacción
hydrogen
methyl benzoyl formate
(−) cinchonidine
→
(R)-methyl mandelate
Rendimiento 75.2%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1workup.ADDITIONwere mixed in an autoclave
- 2Otrowas removed by filtration
- 3Otroafter the reaction
- 4ConcentraciónThe filtrate was concentrated
- 5Otrothe residue was purified
Procedimiento
The cross-linked Ir—Pt cluster composition obtained in Example 11 (10.0 mg), methyl benzoyl formate (164.2 mg, 1.0 mmole), (−) cinchonidine (3.8 mg, 0.013 mmole) and toluene (5 ml) were mixed in an autoclave and agitated for five hours at room temperature in a hydrogen atmosphere at a pressure of 50 atmospheres. The cross linked Ir—Pt cluster composition was removed by filtration after the reaction. The filtrate was concentrated, and the residue was purified using PTLC to obtain (R)-methyl mandelate (125 mg, 75% yield). The asymmetric yield was 52% ee.