TRANSITION-METAL-CATALYZED OXIDATIONS .2. TITANIUM-CATALYZED OR ZIRCONIUM-CATALYZED SELECTIVE DEHYDROGENATION OF BENZYL ALCOHOLS TO ALDEHYDES AND KETONES WITH TERT-BUTYL HYDROPEROXIDE

被引:24
作者
KROHN, K
KHANBABAEE, K
RIEGER, H
机构
[1] Institut für Anorganische Chemie, Technischen Universität Braunschweig, Braunschweig, D-3300
关键词
Benzyl alcohols; dehydrogenation; tert‐Butyl hydroperoxide;
D O I
10.1002/cber.19901230626
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Primary and secondary benzyl alcohols are selectivity converted in high yields into the corresponding aldehydes or ketones using tert‐butyl hydroperoxide and catalytic amounts of titanium or (better) zirconium alcoholates. Aliphatic hydroxy groups, double bonds (except those in allylic position to hydroxy groups), and phenolic hydroxy groups (except those in ortho position to the benzylic alcohol) are not attacked. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:1357 / 1364
页数:8
相关论文
共 37 条
[1]  
ARNDT D, 1975, METHOD ORGAN CHEM, V4, P465
[2]  
BOSCHE DHG, 1975, METHOD ORGAN CHEM, V4, P444
[3]   METAL ALKOXIDES AS PRECURSORS FOR ELECTRONIC AND CERAMIC MATERIALS [J].
BRADLEY, DC .
CHEMICAL REVIEWS, 1989, 89 (06) :1317-1322
[4]  
BRADLEY DC, 1983, ADV INORGANIC RADIOC, P269
[5]  
CAINELLI G, 1984, REACTIVITY STRUCTURE, V19, P118
[6]   STUDIES ON THE MECHANISM OF THE ASYMMETRIC EPOXIDATION - A LIGAND VARIATION APPROACH [J].
CARLIER, PR ;
SHARPLESS, KB .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (17) :4016-4018
[7]  
DAVIES A, 1961, ORGANIC PEROXIDES, P189
[8]   KINETICS OF OSMIUM TETRAOXIDE CATALYZED TRIMETHYLAMINE N-OXIDE OXIDATIONS OF CYCLOHEXENE AND ALPHA-PINENE TO DIOLS [J].
ERDIK, E ;
MATTESON, DS .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (11) :2742-2748
[9]   OXIDATIONS BY MANGANESE DIOXIDE IN NEUTRAL MEDIA [J].
EVANS, RM .
QUARTERLY REVIEWS, 1959, 13 (01) :61-70
[10]  
FIESER LF, 1967, REAGENTS ORGANIC SYN, V1, P637