Catalytic aerobic oxidative decarboxylation of α-hydroxy-acids.: Methyl mandelate as a benzoyl anion equivalent

被引:21
作者
Blay, G
Fernández, B
Formentin, P
Pedro, JR [1 ]
Roselló, AL
Ruiz, R
Journaux, Y
机构
[1] Univ Valencia, Fac Quim, Dept Quim Organ, E-46100 Burjassot, Valencia, Spain
[2] Univ Paris Sud, Chim Inorgan Lab, CNRS, URA 420, F-91405 Orsay, France
关键词
oxidation; decarboxylation; cobalt; catalysis;
D O I
10.1016/S0040-4039(98)00482-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The monomeric square-planar cobalt(III) complex of bis-N,N'-disubstituted oxamides catalyses the oxidative decarboxylation of alpha-hydroxy acids with molecular oxygen/pivalaldehyde with very good yields. This reaction offers an interesting alternative in the use of methyl mandelate as a convenient benzoyl anion equivalent. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3327 / 3330
页数:4
相关论文
共 11 条
  • [1] Aitken RA, 1997, SYNLETT, P293
  • [2] BEEBE TR, 1996, J ORG CHEM, V60, P6602
  • [3] ALKOXY ENEDIOLATES
    CIOCHETTO, LJ
    BERGBREITER, DE
    NEWCOMB, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (17) : 2948 - 2950
  • [4] Aerobic epoxidation of olefins catalysed by square-planar cobalt(III) complexes of bis-N,N'-disubstituted oxamides and related ligands
    Estrada, J
    Fernandez, I
    Pedro, JR
    Ottenwaelder, X
    Ruiz, R
    Journaux, Y
    [J]. TETRAHEDRON LETTERS, 1997, 38 (13) : 2377 - 2380
  • [5] FERNANDEZ IG, UNPUB
  • [6] REACTIONS OF PERIODATE UNDER HOMOGENEOUS AND PHASE-TRANSFER CONDITIONS - EXAMPLES OF NEW OXIDATIONS OF UNUSUAL GROUPS
    FERRABOSCHI, P
    AZADANI, MN
    SANTANIELLO, E
    TRAVE, S
    [J]. SYNTHETIC COMMUNICATIONS, 1986, 16 (01) : 43 - 50
  • [7] RECENT ADVANCES IN AEROBIC OXYGENATION
    MUKAIYAMA, T
    YAMADA, T
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (01) : 17 - 35
  • [8] Mukaiyama T, 1996, ALDRICHIM ACTA, V29, P59
  • [9] Stabilization of copper(III) complexes by disubstituted oxamides and related ligands
    Ruiz, R
    SurvilleBarland, C
    Aukauloo, A
    AnxolabehereMallart, E
    Journaux, Y
    Cano, J
    Munoz, MC
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1997, (05): : 745 - 751
  • [10] Sheldon R. A., 1972, ORG REACTIONS, V19, P279