Réaction #1726674
ord-c571f5eb9e43484d96d111f6f13c1ec3
Équation de réaction
hydrogen
methyl benzoyl formate
(−) cinchonidine
→
(R)-methyl mandelate
Rendement 99.7%
Réactifs
Aucun
Solvants
Conditions de réaction
Conditions détaillées
See reaction.notes.procedure_details.
Traitement
- 1workup.ADDITIONwere mixed in an autoclave
- 2Autrewas removed by filtration
- 3Autreafter the reaction
- 4ConcentrationThe filtrate was concentrated
- 5Autrethe residue was purified
Mode opératoire
The cross-linked Ir—Pt cluster composition obtained in Example 13 (20.2 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 (165.6 mg, 99.7% yield). The asymmetric yield was 62.6% ee.