تفاعل #1726672

ord-faeadfdeef5344578c33d9dc54604d6f

معادلة التفاعل

[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
المردود 75.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwere mixed in an autoclave
  2. 2
    أخرىwas removed by filtration
  3. 3
    أخرىafter the reaction
  4. 4
    تركيزThe filtrate was concentrated
  5. 5
    أخرىthe residue was purified

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08110519B2uspto-grants-2012_02