O,N,O′-tridentate ligands derived from carbohydrates in the V(IV)-promoted asymmetric oxidation of thioanisole

被引：46

作者：

Cucciolito, ME ^{[1
]}

Del Litto, R ^{[1
]}

Roviello, G ^{[1
]}

Ruffo, F ^{[1
]}

机构：

[1] Univ Naples Federico II, Dipartimento Chim, I-80126 Naples, Italy

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2005年 / 236卷 / 1-2期

关键词：

sugars; vanadium; sulfide; oxidation; enantioselectivity; catalysis;

D O I：

10.1016/j.molcata.2005.04.051

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 simple synthesis of new O,N,O'-tridentate ligands derived from carbohydrates is illustrated. The ligands are obtained by condensing 2-amino-alpha-D-glucosides or 2-amino-alpha-D-alloside with several 3,5-disubstituted-2-hydroxybenzaldehydes. The efficiency of the imines in the V(IV)-promoted asymmetric oxidation of thioanisole has been examined and ee's up to 60% have been achieved. (c) 2005 Elsevier B.V. All rights reserved.

引用

收藏

页码：176 / 181

页数：6

相关论文

共 44 条

[1] Spectroscopic characterization of mononuclear, binuclear, and insoluble polynuclear oxovanadium(IV)-Schiff base complexes and their oxidation catalysis [J].

Ando, R ;

Ono, H ;

Yagyu, T ;

Maeda, M .

INORGANICA CHIMICA ACTA, 2004, 357 (03) :817-823

[2] Density functional study on the mechanism of the vanadium-catalyzed oxidation of sulfides by hydrogen peroxide [J].

Balcells, D ;

Maseras, F ;

Lledós, A .

JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (11) :4265-4274

[3] Computational rationalization of the dependence of the enantioselectivity on the nature of the catalyst in the vanadium-catalyzed oxidation of sulfides by hydrogen peroxide [J].

Balcells, D ;

Maseras, F ;

Ujaque, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (10) :3624-3634

[4]

Blaser H.-U., 2003, LARGE SCALE ASYMMETR

[5] Progress in enantioselective catalysis assessed from an industrial point of view [J].

Blaser, HU ;

Pugin, B ;

Spindler, F .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 231 (1-2) :1-20

[6] Enantioselective catalysis in fine chemicals production [J].

Blaser, HU .

CHEMICAL COMMUNICATIONS, 2003, (03) :293-296

[7] Vanadium-catalyzed asymmetric oxidations [J].

Bolm, C .

COORDINATION CHEMISTRY REVIEWS, 2003, 237 (1-2) :245-256

[8]

Bolm C., 1995, ANGEW CHEM, V107, P2883

[9] Novel chiral diimines and diamines derived from sugars in copper-catalysed asymmetric cyclopropanation [J].

Borriello, C ;

Cucciolito, ME ;

Panunzi, A ;

Ruffo, F .

TETRAHEDRON-ASYMMETRY, 2001, 12 (17) :2467-2471

[10] Mn(III) complexes of chiral 'salen' type ligands derived from carbohydrates in the asymmetric epoxidation of styrenes [J].

Borriello, C ;

Del Litto, R ;

Panunzi, A ;

Ruffo, F .

TETRAHEDRON-ASYMMETRY, 2004, 15 (04) :681-686

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