Carbohydrates as building blocks of privileged ligands

被引:82
作者
Benessere, Vincenzo [1 ]
Del Litto, Raffaella [1 ]
De Roma, Antonella [1 ]
Ruffo, Francesco [1 ]
机构
[1] Univ Naples Federico II, Dipartimento Chim Paolo Corradini, I-80126 Naples, Italy
关键词
Asymmetric catalysis; Carbohydrates; Privileged ligands; HIGHLY ENANTIOSELECTIVE HYDROGENATION; CHIRAL BISPHOSPHOLANE LIGANDS; ASYMMETRIC HYDROGENATION; PHOSPHORUS DERIVATIVES; BIS(OXAZOLINE) LIGAND; RH(I) COMPLEXES; MODULAR LIGANDS; D-MANNITOL; PHOSPHOLANES; CATALYSIS;
D O I
10.1016/j.ccr.2009.05.001
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
"Privileged ligands" are chiral auxiliaries of wide applicability in asymmetric catalysis. In the previous decades, their effective three-dimensional structures have often been reproduced by using building blocks from a "chiral Pool", Such as the carbohydrates. This strategy has provided unique ligand moieties which combine the performance of "privileged ligands" with increased flexibility and accessibility. This review gives an overview of the research within this field, giving emphasis to the best results obtained with each ligand type. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:390 / 401
页数:12
相关论文
共 65 条
[1]   C2-symmetric diphosphinite ligands derived from carbohydrates.: The strong influence of remote stereocenters on asymmetric rhodium-catalyzed hydrogenation [J].
Aghmiz, M ;
Aghmiz, A ;
Díaz, Y ;
Masdeu-Bultó, A ;
Claver, C ;
Castillón, S .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (22) :7502-7510
[2]  
*ALDR CHEM CO, 2008, CHEMFILES AS CAT PRI, V8
[3]  
AYERS TA, 1995, Patent No. 9518787
[4]  
Bayer A, 2002, EUR J INORG CHEM, P2614
[5]   Carbohydrates as building blocks of privileged ligands for multiphasic asymmetric catalysis [J].
Benessere, Vincenzo ;
De Roma, Antonella ;
Ruffo, Francesco .
CHEMSUSCHEM, 2008, 1 (05) :425-430
[6]  
Blaser H.U., 2004, ASYMMETRIC CATALYSIS
[7]   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
[8]   A supported Mn(III) catalyst based on D-glucose in the asymmetric epoxidation of styrenes [J].
Borriello, C ;
Del Litto, R ;
Panunzi, A ;
Ruffo, F .
INORGANIC CHEMISTRY COMMUNICATIONS, 2005, 8 (08) :717-721
[9]   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
[10]   Carbohydrates as synthetic tools in organic chemistry [J].
Boysen, Mike M. K. .
CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (31) :8649-8659