Review: Synthetically modified carbohydrates as ligands

被引:34
作者
Alexeev, YE
Vasilchenko, IS
Kharisov, BI [1 ]
Blanco, LM
Garnovskii, AD
Zhdanov, YA
机构
[1] Univ Autonoma Nuevo, Fac Ciencias Quim, Monterrey, Mexico
[2] Rostov State Univ, Inst Phys & Organ Chem, Rostov Na Donu 344006, Russia
[3] Rostov State Univ, S Sci Ctr, Rostov Na Donu 344006, Russia
关键词
synthetic modification of carbohydrates; sugar-metal complexes; supramolecular structures; diastereoselective reactions;
D O I
10.1080/00958970412331297523
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The coordinative properties of synthetically modified carbohydrates to metal cations are reviewed. Such metal complexes are distinct, owing to the structural diversity of the ligands and coordination modes. The influences of complex-formation conditions on chemical properties of modified carbohydrates, as well as on organic reactions (especially diastereoselective ones), are examined. In addition, this manuscript demonstrates the practical importance of the coordination interactions.
引用
收藏
页码:1447 / 1517
页数:71
相关论文
共 615 条
[81]   CLEAVAGE OF PHOSPHATE-ESTERS BY A CYCLODEXTRIN DIMER CATALYST THAT BINDS THE SUBSTRATES TOGETHER WITH LA3+ AND HYDROGEN-PEROXIDE [J].
BRESLOW, R ;
ZHANG, BL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (17) :7893-7894
[82]   CONVERSION OF CHOLESTANOL TO 12-KETOCHOLESTANOL AND TO DELTA14-CHOLESTENOL AND DELTA8(14)-CHOLESTENOL BY REMOTE OXIDATION [J].
BRESLOW, R ;
BALDWIN, SW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (03) :732-&
[83]   CYCLODEXTRIN-B12, A POTENTIAL ENZYME COENZYME MIMIC [J].
BRESLOW, R ;
DUGGAN, PJ ;
LIGHT, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (10) :3982-3983
[84]   BIOMIMETIC CHEMISTRY AND ARTIFICIAL ENZYMES - CATALYSIS BY DESIGN [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :146-153
[85]   CHIRAL SYNTHESIS VIA ORGANOBORANES .15. SELECTIVE REDUCTIONS .42. ASYMMETRIC REDUCTION OF REPRESENTATIVE PROCHIRAL KETONES WITH POTASSIUM 9-O-(1,2-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSYL)-9-BORATABICYCLO[3.3.1]-NONANE [J].
BROWN, HC ;
CHO, BT ;
PARK, WS .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (06) :1231-1238
[86]   POTASSIUM - 9-O-(1,2-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSYL)-9-BORATABICYCLO[3.3.1]NONANE - A NEW, EFFECTIVE CHIRAL BOROHYDRIDE REAGENT [J].
BROWN, HC ;
PARK, WS ;
CHO, BT .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (10) :1934-1936
[87]   ASYMMETRIC REDUCTION OF ALPHA-KETO ESTERS WITH POTASSIUM 9-O-(1,2-5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSYL)-9-BORATABICYCLO[3.3.1]NONANE - CHIRAL SYNTHESIS OF ALPHA-HYDROXY ESTERS WITH OPTICAL PURITY APPROACHING 100-PERCENT EE [J].
BROWN, HC ;
CHO, BT ;
PARK, WS .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (17) :3396-3398
[88]   REVERSAL OF CHIRALITY INDUCED BY ORTHO-METHOXYL SUBSTITUTION OF ARYLPHOSPHINE LIGANDS IN RHODIUM-CATALYZED ASYMMETRIC HYDROGENATION [J].
BROWN, JM ;
MURRER, BA .
TETRAHEDRON LETTERS, 1980, 21 (06) :581-584
[89]   FLEXIBLE CISPHOSPHINE OR TRANSPHOSPHINE CHELATING BIPHOSPHINE LIGANDS DERIVED FROM ALPHA-ALPHA-TREHALOSE OR BETA-BETA-TREHALOSE [J].
BROWN, JM ;
COOK, SJ ;
KENT, AG .
TETRAHEDRON, 1986, 42 (18) :5097-5104
[90]  
BRUNNER H, 1988, SYNTHESIS-STUTTGART, P645