反応 #1726673

ord-27174e87f6554b64ae6773126b6d965c

反応方程式

[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
収率 96.6%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

The cross-linked Ir—Au cluster composition obtained in Example 12 (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 hie hours at room temperature in a hydrogen atmosphere at a pressure of 50 atmospheres. The cross linked Ir—Au 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 (160.5 mg, 96.5% yield). The asymmetric yield was 52.9% ee.

出典

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