A polymer-supported Cinchona-based bifunctional sulfonamide catalyst: a highly enantioselective, recyclable heterogeneous organocatalyst

被引:66
作者
Youk, Sung Hun [1 ]
Oh, Sang Ho [1 ]
Rho, Ho Sik [1 ,2 ]
Lee, Je Eun [1 ]
Lee, Ji Woong [1 ]
Song, Choong Eui [1 ,3 ]
机构
[1] Sungkyunkwan Univ, Dept Chem, Suwon 440746, South Korea
[2] AmorePacific Corp, R&D Ctr, Yongin 446729, South Korea
[3] Sungkyunkwan Univ, Dept Energy Sci, Suwon 440746, South Korea
关键词
MESO-CYCLIC ANHYDRIDES; METHANOLYTIC DESYMMETRIZATION; ASYMMETRIC DESYMMETRIZATION; ALKALOIDS;
D O I
10.1039/b821483b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The design, synthesis, and catalytic application of a highly enantioselective and indefinitely stable polymer-supported Cinchona-based bifunctional sulfonamide is reported.
引用
收藏
页码:2220 / 2222
页数:3
相关论文
共 17 条
[1]   Stereoselective anhydride openings [J].
Atodiresei, Luliana ;
Schiffers, Ingo ;
Bolm, Carsten .
CHEMICAL REVIEWS, 2007, 107 (12) :5683-5712
[2]  
Berkessel A, 2005, ASYMMETRIC ORGANOCATALYSIS: FROM BIOMIMETIC CONCEPTS TO APPLICATIONS IN ASYMMETRIC SYNTHESIS, P1, DOI 10.1002/3527604677
[3]   Latent reactive groups unveiled through equilibrium dynamics and exemplified in crosslinking during film formation from aqueous polymer colloids [J].
Berrisford, DJ ;
Lovell, PA ;
Suliman, NR ;
Whiting, A .
CHEMICAL COMMUNICATIONS, 2005, (47) :5904-5906
[4]   Homogeneous versus heterogeneous approach to the catalytic desymmetrisation of meso-anhydrides promoted by cinchona alkaloids [J].
Bigi, F ;
Carloni, S ;
Maggi, R ;
Mazzacani, A ;
Sartori, G ;
Tanzi, G .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 182 (01) :533-539
[5]   Polymer-supported bis-cinchona alkaloid ligands for asymmetric dihydroxylation of alkenes - a cautionary tale [J].
Canali, L ;
Song, CE ;
Sherrington, DC .
TETRAHEDRON-ASYMMETRY, 1998, 9 (06) :1029-1034
[6]   Asymmetric catalysis with bifunctional cinchona alkaloid-based urea and thiourea organocatalysts [J].
Connon, Stephen J. .
CHEMICAL COMMUNICATIONS, 2008, (22) :2499-2510
[7]  
Dalko P.I., 2005, ENANTIOSELECTIVE ORG
[8]   In the golden age of organocatalysis [J].
Dalko, PI ;
Moisan, L .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (39) :5138-5175
[9]   Asymmetric organocatalysis [J].
Houk, KN ;
List, B .
ACCOUNTS OF CHEMICAL RESEARCH, 2004, 37 (08) :487-487
[10]   Heterogeneous organocatalysis for the asymmetric desymmetrization of meso-cyclic anhydrides using silica gel-supported bis-cinchona alkaloids [J].
Kim, HS ;
Song, YM ;
Choi, JS ;
Yang, JW ;
Han, H .
TETRAHEDRON, 2004, 60 (52) :12051-12057