A new class of C1-symmetric monosulfoximine ligands for enantioselective hetero Diels-Alder reactions

被引:70
作者
Bolm, C
Verrucci, M
Simic, O
Cozzi, PG
Raabe, G
Okamura, H
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
[2] Dipartimento Chim G Ciamician, I-40126 Bologna, Italy
关键词
D O I
10.1039/b309556h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Quinoline-based C-1-symmetric sulfoximines have been used as chiral ligands in copper-catalyzed asymmetric hetero Diels-Alder reactions leading to cycloadducts with up to 96% ee.
引用
收藏
页码:2826 / 2827
页数:2
相关论文
共 20 条
[1]   C2-symmetric bissulfoximines as ligands in copper-catalyzed enantioselective Diels-Alder reactions [J].
Bolm, C ;
Martin, M ;
Simic, O ;
Verrucci, M .
ORGANIC LETTERS, 2003, 5 (04) :427-429
[2]   Spectroscopic investigations of bis(sulfoximine) copper(II) complexes and their relevance in asymmetric catalysis [J].
Bolm, C ;
Martin, M ;
Gescheidt, G ;
Palivan, C ;
Neshchadin, D ;
Bertagnolli, H ;
Feth, M ;
Schweiger, A ;
Mitrikas, G ;
Harmer, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (20) :6222-6227
[3]  
Bolm C, 2002, SYNTHESIS-STUTTGART, P879
[4]  
Bolm C, 2001, SYNLETT, P1878
[5]  
Bolm C, 2000, SYNTHESIS-STUTTGART, P911
[6]   Highly enantioselective hetero-Diels-Alder reactions catalyzed by a C2-symmetric bis(sulfoximine) Copper(II) complex [J].
Bolm, C ;
Simic, O .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (16) :3830-3831
[7]   Palladium-catalyzed carbon-nitrogen bond formation:: A novel, catalytic approach towards N-arylated sulfoximines [J].
Bolm, C ;
Hildebrand, JP .
TETRAHEDRON LETTERS, 1998, 39 (32) :5731-5734
[8]  
Bolm C, 1996, SYNLETT, P775
[9]   Palladium-catalyzed N-arylation of sulfoximines with aryl bromides and aryl iodides [J].
Bolm, C ;
Hildebrand, JP .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (01) :169-175
[10]   A new, chiral bis-benzothiazine ligand [J].
Harmata, M ;
Ghosh, SK .
ORGANIC LETTERS, 2001, 3 (21) :3321-3323