Реакция #1726672

ord-faeadfdeef5344578c33d9dc54604d6f

Уравнение реакции

[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
Выход 75.2%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONwere mixed in an autoclave
  2. 2
    Другоеwas removed by filtration
  3. 3
    Другоеafter the reaction
  4. 4
    КонцентрированиеThe filtrate was concentrated
  5. 5
    Другоеthe residue was purified

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08110519B2uspto-grants-2012_02