Chemoselective aerobic oxidation of primary alcohols catalyzed by a ruthenium complex

被引:75
作者
Miyata, A [1 ]
Murakami, M [1 ]
Irie, R [1 ]
Katsuki, T [1 ]
机构
[1] Kyushu Univ 33, Fac Sci, Dept Chem, Grad Sch,JST,CREST,Higashi Ku, Fukuoka 8128581, Japan
关键词
Ru(salen); oxidation; oxygen; primary alcohol; aldehyde; photo-irradiation;
D O I
10.1016/S0040-4039(01)01447-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of secondary alcohols, primary alcohols are selectively oxidized to aldehydes under aerobic conditions by using a (nitrosyl)Ru(Salen) complex as catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7067 / 7070
页数:4
相关论文
共 25 条
[1]   RUTHENIUM-CATALYZED AEROBIC OXIDATION OF ALCOHOLS VIA MULTISTEP ELECTRON-TRANSFER [J].
BACKVALL, JE ;
CHOWDHURY, RL ;
KARLSSON, U .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (07) :473-475
[2]   A GREATLY IMPROVED PROCEDURE FOR RUTHENIUM TETRAOXIDE CATALYZED OXIDATIONS OF ORGANIC-COMPOUNDS [J].
CARLSEN, PHJ ;
KATSUKI, T ;
MARTIN, VS ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (19) :3936-3938
[3]   NUCLEOPHILIC OPENINGS OF 2,3-EPOXY ACIDS AND AMIDES MEDIATED BY TI(O-I-PR)4 - RELIABLE C-3 SELECTIVITY [J].
CHONG, JM ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (09) :1560-1563
[4]  
DOYLE MP, 1980, TETRAHEDRON LETT, V21, P2795
[5]   Selective aerobic oxidation of primary alcohols catalyzed by a Ru(PPh3)3Cl2/hydroquinone system [J].
Hanyu, A ;
Takezawa, E ;
Sakaguchi, S ;
Ishii, Y .
TETRAHEDRON LETTERS, 1998, 39 (31) :5557-5560
[6]   Polymer supported perruthenate (PSP): A new oxidant for clean organic synthesis [J].
Hinzen, B ;
Ley, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (13) :1907-1908
[7]  
Irie R, 2000, SYNLETT, P1433
[8]   TRANSITION-METAL CATALYZED OXIDATION OF ALCOHOLS TO ALDEHYDES AND KETONES BY MEANS OF ME3SIOOSIME3 [J].
KANEMOTO, S ;
OSHIMA, K ;
MATSUBARA, S ;
TAKAI, K ;
NOZAKI, H .
TETRAHEDRON LETTERS, 1983, 24 (21) :2185-2188
[9]  
Larock R. C., 1984, J ORG CHEM, V49, P3435
[10]   Tetra-n-propylammonium perruthenate (TPAP)-catalysed oxidations of alcohols using molecular oxygen as a co-oxidant [J].
Lenz, R ;
Ley, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (22) :3291-3292