Gold(I)-catalyzed oxidative cleavage of a C-C double bond in water

被引：174
作者：
Xing, D [1 ]
Guan, BT
Cai, GX
Fang, Z
Yang, LP
Shi, ZJ
机构：
[1] Peking Univ, Coll Chem, Key Lab Bioorgan Chem & Mol Engn, Minist Educ, Beijing 100871, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
[3] E China Normal Univ, Dept Chem, Shanghai 200062, Peoples R China
来源：
ORGANIC LETTERS | 2006年 / 8卷 / 04期
关键词：
D O I：
10.1021/ol052830t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Oxidative cleavage of the C=C bond to afford ketone or aldehyde products with tent-butyl hydrogenperoxide (TBHP) as the oxidant can be catalyzed by AuCl with neocuproine (1) in water.
引用
收藏
页码：693 / 696
页数：4
相关论文
共 65 条
[1]   A collaborative effect between gold and a support induces the selective oxidation of alcohols [J].
Abad, A ;
Concepción, P ;
Corma, A ;
García, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) :4066-4069
[2]   Are MnIV species involved in Mn(salen)-catalyzed Jacobsen-Katsuki epoxidations?: A mechanistic elucidation of their formation and reaction modes by EPR spectroscopy, mass-spectral analysis, and product studies:: Chlorination versus oxygen transfer [J].
Adam, W ;
Mock-Knoblauch, C ;
Saha-Möller, CR ;
Herderich, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (40) :9685-9691
[3]   READY CONVERSION OF 1,1-DIPHENYLETHYLENE INTO BENZOPHENONE AND 1,1-DIPHENYLETHANE OVER A SYNTHETIC HECTORITE [J].
ADAMS, JM ;
DAVIES, SE ;
GRAHAM, SH ;
THOMAS, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1978, (21) :930-931
[4]   Gold-catalyzed reactions of 2-alkynyl-phenylamines with α,β-enones [J].
Alfonsi, M ;
Arcadi, A ;
Aschi, M ;
Bianchi, G ;
Marinelli, F .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (06) :2265-2273
[5]  
Arcadi A, 2001, ADV SYNTH CATAL, V343, P443, DOI 10.1002/1615-4169(200107)343:5<443::AID-ADSC443>3.3.CO
[6]  
2-R
[7]   AuCl3-catalyzed benzannulation:: Synthesis of naphthyl ketone derivatives from o-alkynylbenzaldehydes with alkynes [J].
Asao, N ;
Takahashi, K ;
Lee, S ;
Kasahara, T ;
Yamamoto, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (43) :12650-12651
[8]  
Baeyer A., 1899, Ber. Dtsch. Chem. Ges., V32, P3625, DOI 10.1002/cber.189903203151
[9]   THE OXIDATION OF METHYLENE CARBON-CARBON DOUBLE-BONDS UNDER FE-III-TBHP AND FE-III-TBHP-PA CONDITIONS [J].
BARTON, DHR ;
WANG, TL .
TETRAHEDRON LETTERS, 1994, 35 (10) :1519-1522
[10]   Ruthenium-catalyzed asymmetric alkene epoxidation with tert-butyl hydroperoxide as oxidant [J].
Bhor, S ;
Tse, MK ;
Klawonn, M ;
Döbler, C ;
Mägerlein, WB ;
Beller, M .
ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (2-3) :263-267
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