反应 #1726674

ord-c571f5eb9e43484d96d111f6f13c1ec3

反应方程式

[H][H]
hydrogen
COC(=O)C(=O)c1ccccc1
methyl benzoyl formate
C=C[C@H]1CN2CC[C@H]1C[C@H]2[C@H](O)c1ccnc2ccccc12
(−) cinchonidine
COC(=O)[C@H](O)c1ccccc1
(R)-methyl mandelate
收率 99.7%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONwere mixed in an autoclave
  2. 2
    其他was removed by filtration
  3. 3
    其他after the reaction
  4. 4
    浓缩The filtrate was concentrated
  5. 5
    其他the residue was purified

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08110519B2uspto-grants-2012_02