Efficient and selective catalytic oxidative cleavage of α-hydroxy ketones using vanadium-based HPA and dioxygen

被引：48

作者：

El Aakel, L

Launay, F

Atlamsani, A

Brégeault, JM

机构：

[1] Univ Paris 06, CNRS, Lab Syst Interfaciaux Echelle Nanometr, Unite 2312, F-75252 Paris 05, France

[2] Univ Abdelmalek Essaadi, Fac Sci, Dept Chim, Lab Chim Phys Appl, Tetouan 93000, Morocco

来源：

CHEMICAL COMMUNICATIONS | 2001年 / 21期

关键词：

D O I：

10.1039/b106969a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The combination of H3+n[PMo12-nVnO40]. aq (HPA- n, n = 3) and dioxygen provides a clean and regioselective reagent for the homolytic cleavage of various representative a hydroxy ketones (primary to tertiary) and turns out to be as efficient for the catalytic ring opening of chiral natural products.

引用

页码：2218 / 2219

页数：2

共 22 条

[1] OXIDATION OF 2-METHYLCYCLOHEXANONE AND CYCLOHEXANONE BY DIOXYGEN CATALYZED BY VANADIUM-CONTAINING HETEROPOLYANIONS [J].

ATLAMSANI, A ;

BREGEAULT, JM ;

ZIYAD, M .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (21) :5663-5665

[2] HETEROPOLYACIDS AS BIFUNCTIONAL CATALYSTS FOR THE OXIDATIVE CLEAVAGE OF CYCLANONES [J].

ATLAMSANI, A ;

ZIYAD, M ;

BREGEAULT, JM .

JOURNAL DE CHIMIE PHYSIQUE ET DE PHYSICO-CHIMIE BIOLOGIQUE, 1995, 92 (7-8) :1344-1364

[3]

BREGEAULT JM, 1990, STUD SURF SCI CATAL, V55, P205

[4]

BREGEAULT JM, 1988, CR ACAD SCI II, V307, P2011

[5] Catalytic oxidative carbon-carbon bond cleavage of ketones with dioxygen:: assessment of some metal complexes.: Some alternatives for preparing α, ω-dicarboxylic acids [J].

Brégeault, JM ;

Launay, F ;

Atlamsani, A .

COMPTES RENDUS DE L ACADEMIE DES SCIENCES SERIE II FASCICULE C-CHIMIE, 2001, 4 (01) :11-26

[6] The reaction of periodic acid with alpha-ketols, alpha-diketones, and alpha-ketonealdehydes. [J].

Clutterbuck, PW ;

Reuter, F .

JOURNAL OF THE CHEMICAL SOCIETY, 1935, :1467-1469

[7]

Coin C, 2001, EUR J ORG CHEM, V2001, P735, DOI 10.1002/1099-0690(200102)2001:4<735::AID-EJOC735>3.0.CO

[8]

2-E

[9] DEGRADATIVE ROUTES TO ELECTROPHILIC CD-SUBSTRUCTURES OF TAXOL [J].

DIGRANDI, MJ ;

COBURN, CA ;

ISAACS, RCA ;

DANISHEFSKY, SJ .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (27) :7728-7731

[10] H3+nPMo12-nVnO40-catalyzed selective oxidation of benzoins to benzils or aldehydes and esters by dioxygen [J].

El Ali, B ;

El-Ghanam, AM ;

Fettouhi, M .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 165 (1-2) :283-290

← 1 2 3 →