Highly tunable arylated cinchona alkaloids as bifunctional catalysts

被引:38
作者
Quigley, Cormac [1 ]
Rodriguez-Docampo, Zaida [1 ]
Connon, Stephen J. [1 ]
机构
[1] Univ Dublin, Sch Chem, Ctr Synth & Chem Biol, Trinity Coll, Dublin 2, Ireland
基金
爱尔兰科学基金会;
关键词
DYNAMIC KINETIC RESOLUTION; ENANTIOSELECTIVE CONJUGATE ADDITION; ORGANOCATALYTIC MICHAEL ADDITION; SQUARAMIDE DERIVATIVES; ASYMMETRIC ADDITION; EFFICIENT; DESYMMETRIZATION; THIOLS; UREA; ALCOHOLYSIS;
D O I
10.1039/c1cc14684j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We report the design and evaluation of a library of chiral bifunctional organocatalysts in which the distance between the catalytically active units can be systematically varied.
引用
收藏
页码:1443 / 1445
页数:3
相关论文
共 39 条
[1]   Enantioselective organocatalyzed Henry reaction with fluoromethyl ketones [J].
Bandini, Marco ;
Sinisi, Riccardo ;
Umani-Ronchi, Achille .
CHEMICAL COMMUNICATIONS, 2008, (36) :4360-4362
[2]   A novel organocatalytic tool for the iminium activation of α,β-unsaturated ketones [J].
Bartoli, Giuseppe ;
Melchiorre, Paolo .
SYNLETT, 2008, (12) :1759-1772
[3]   Highly efficient dynamic kinetic resolution of azlactones by urea-based bifunctional organocatalysts [J].
Berkessel, A ;
Cleemann, F ;
Mukherjee, S ;
Müller, TN ;
Lex, J .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (05) :807-811
[4]   Second-generation organocatalysts for the highly enantioselective dynamic kinetic resolution of azlactones [J].
Berkessel, A ;
Mukherjee, S ;
Cleemann, F ;
Müller, TN ;
Lex, J .
CHEMICAL COMMUNICATIONS, 2005, (14) :1898-1900
[5]   Stereoselective C9 carbon-carbon couplings of quinine:: Synthesis and conformational analysis of new C2-symmetric dimers [J].
Boratynski, Przemyslaw J. ;
Turowska-Tyrk, Ilona ;
Skarzewski, Jacek .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (18) :7357-7360
[6]   Stereoselective C9 arylation and vinylation of Cinchona alkaloids [J].
Boratynski, Przemyslaw J. ;
Turowska-Tyrk, Ilona ;
Skarzewski, Jacek .
ORGANIC LETTERS, 2008, 10 (03) :385-388
[7]   New Functional Derivatives of 9-Phenylquinine [J].
Boratynski, Przemyslaw J. ;
Skarzewski, Jacek .
SYNTHESIS-STUTTGART, 2009, (18) :3113-3119
[8]   Non-biaryl atropisomers in organocatalysis [J].
Brandes, Sebastian ;
Niess, Barbara ;
Bella, Marco ;
Prieto, Auxiliadora ;
Overgaard, Jacob ;
Jorgensen, Karl Anker .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (23) :6039-6052
[9]   The development of asymmetric primary amine catalysts based on cinchona alkaloids [J].
Chen, Ying-Chun .
SYNLETT, 2008, (13) :1919-1930
[10]   Asymmetric catalysis with bifunctional cinchona alkaloid-based urea and thiourea organocatalysts [J].
Connon, Stephen J. .
CHEMICAL COMMUNICATIONS, 2008, (22) :2499-2510