Aerobic oxidative cleavage of pinanediols by cobalt(II) acetylacetonate in the presence of 2-methylpropanal

被引：18
作者：
Mastrorilli, P
Suranna, GP
Nobile, CF
Farinola, G
Lopez, L
机构：
[1] Politecn Bari, Ist Chim, CNR, Ctr Studi Metodol Innovat Sintesi Organ, I-70125 Bari, Italy
[2] Univ Bari, Dipartimento Chim, CNR, Ctr Studi Metodol Innovat Sintesi Organ, I-70125 Bari, Italy
来源：
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2000年 / 156卷 / 1-2期
关键词：
aerobic oxidation; vicinal diols; metal beta-diketonates; oxidative cleavage;
D O I：
10.1016/S1381-1169(00)00077-7
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The catalytic system made up of cobalt(II) acetylacetonate, 2-methylpropanal and dioxygen (or air) facilitated the oxidative cleavage of (1S,2S,3R,5S)-(+)-pinanediol 1a and (1 R,2R,3S,SR)-(-)-pinanediol 1b to enantiomerically pure cis-pinonic acids 4a-b. (C) 2000 Elsevier Science B.V. All rights reserved.
引用
收藏
页码：279 / 281
页数：3
相关论文
共 19 条
[1]   Oxyfunctionalization of hydrocarbons by in situ formed peracid or by metal assisted aerobic oxidation [J].
Dell'Anna, MM ;
Mastrorilli, P ;
Nobile, CF .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1998, 130 (1-2) :65-71
[2]   Aerobic oxidation of alpha-hydroxyketones catalysed by cobalt(III) and iron(III) complexes under homogeneous and heterogeneous conditions [J].
DellAnna, MM ;
Mastrorilli, P ;
Nobile, CF ;
Lopez, L .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1996, 111 (1-2) :33-36
[3]  
DEVRIES G, 1968, TETRAHEDRON LETT, V54, P5689
[4]   CATALYTIC OXIDATIVE CLEAVAGE OF VICINAL DIOLS AND RELATED OXIDATIONS BY RUTHENIUM PYROCHLORE OXIDES - NEW CATALYSTS FOR LOW-TEMPERATURE OXIDATIONS WITH MOLECULAR-OXYGEN [J].
FELTHOUSE, TR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (24) :7566-7568
[5]  
GIANNANDREA R, 1994, J MOL CATAL, V99, P27
[6]   Reactions of pinacols with one-electron oxidants [J].
Han, DS ;
Shine, HJ .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (12) :3977-3982
[7]  
House HO, 1972, MODERN SYNTHETIC REA, P353
[8]  
HUDLICKY M, 1990, OXIDATIONS ORGANIC C, P282
[9]   PHOTOCATALYTIC CLEAVAGE OF 1,2-DIOLS BY A COFACIALLY HINDERED WATER-SOLUBLE IRON(III) PORPHYRIN [J].
ITO, Y ;
KUNIMOTO, K ;
MIYACHI, S ;
KAKO, T .
TETRAHEDRON LETTERS, 1991, 32 (32) :4007-4010
[10]   MOO2(ACAC)2 COMPLEX AS A REAGENT FOR OXIDATIVE CLEAVAGE OF VIC-DIOLS [J].
KANEDA, K ;
MORIMOTO, K ;
IMANAKA, T .
CHEMISTRY LETTERS, 1988, (08) :1295-1296
12