Hydroamination/cyclization of aminoalkenes using cationic zirconocene and titanocene catalysts

被引:162
作者
Gribkov, DV [1 ]
Hultzsch, KC [1 ]
机构
[1] Univ Erlangen Nurnberg, Inst Organ Chem, D-91054 Erlangen, Germany
关键词
homogeneous catalysis; hydroamination; metallocenes; titanium; zirconium;
D O I
10.1002/anie.200460880
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Alternative catalysts: The hydroamination of nonactivated double bonds has been the domain of rare-earth-metal catalysts. Now alkyl zirconocene and titanocene cations, which are readily prepared from commercially available precursors, are shown to be active catalysts in the hydroamination/cyclization of secondary aminoalkenes to give tertiary pyrrolidines and piperidines.
引用
收藏
页码:5542 / 5546
页数:5
相关论文
共 59 条
[1]   TiCl4-catalyzed intermolecular hydroamination reactions [J].
Ackermann, L .
ORGANOMETALLICS, 2003, 22 (22) :4367-4368
[2]   A highly reactive titanium precatalyst for intramolecular hydroamination reactions [J].
Ackermann, L ;
Bergman, RG .
ORGANIC LETTERS, 2002, 4 (09) :1475-1478
[3]   Advances and adventures in amination reactions of olefins and alkynes [J].
Beller, M ;
Breindl, C ;
Eichberger, M ;
Hartung, CG ;
Seayad, J ;
Thiel, OR ;
Tillack, A ;
Trauthwein, H .
SYNLETT, 2002, (10) :1579-1594
[4]  
Brintzinger H. H., 1995, ANGEW CHEM, V107, P1255
[5]   STEREOSPECIFIC OLEFIN POLYMERIZATION WITH CHIRAL METALLOCENE CATALYSTS [J].
BRINTZINGER, HH ;
FISCHER, D ;
MULHAUPT, R ;
RIEGER, B ;
WAYMOUTH, RM .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (11) :1143-1170
[6]   A flexible synthesis of indoline, indolizidine, and pyrrolizidine derivatives [J].
Bytschkov, I ;
Siebeneicher, H ;
Doye, S .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (15) :2888-2902
[7]  
Bytschkov I, 2003, EUR J ORG CHEM, V2003, P935
[8]  
Bytschkov T, 2002, TETRAHEDRON LETT, V43, P3715
[9]   Cocatalysts for metal-catalyzed olefin polymerization: Activators, activation processes, and structure-activity relationships [J].
Chen, EYX ;
Marks, TJ .
CHEMICAL REVIEWS, 2000, 100 (04) :1391-1434
[10]   Synthesis, structure, and reactivity of rac-Me(2)Si(indenyl)(2)Zr(NMe(2))(2) [J].
Christopher, JN ;
Diamond, GM ;
Jordan, RF ;
Petersen, JL .
ORGANOMETALLICS, 1996, 15 (19) :4038-4044