Catalytic enantioselective 1,3-dipolar cycloaddition reaction of azomethine ylides and alkenes:: The direct strategy to prepare enantioenriched highly substituted proline derivatives

被引:303
作者
Nájera, C [1 ]
Sansano, JM [1 ]
机构
[1] Univ Alicante, Dept Quim Organ, Alicante 03080, Spain
关键词
asymmetric catalysis; azomethine ylides; chiral ligands; cycloaddition; Lewis acids;
D O I
10.1002/anie.200501074
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:6272 / 6276
页数:5
相关论文
共 27 条
[1]   CHIRAL CO(II) AND MN(II) CATALYSTS FOR THE 1,3-DIPOLAR CYCLOADDITION REACTIONS OF AZOMETHINE YLIDES DERIVED FROM ARYLIDENE IMINES OF GLYCINE [J].
ALLWAY, P ;
GRIGG, R .
TETRAHEDRON LETTERS, 1991, 32 (41) :5817-5820
[2]  
Casas J, 2001, EUR J ORG CHEM, V2001, P1971
[3]   Catalytic asymmetric [3+2] cycloaddition of azomethine ylides. Development of a versatile stepwise, three-component reaction for diversity-oriented synthesis [J].
Chen, C ;
Li, XD ;
Schreiber, SL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (34) :10174-10175
[4]   Heterocyclic enamines: The versatile intermediates in the synthesis of heterocyclic compounds and natural products [J].
Cheng, Y ;
Huang, ZT ;
Wang, MX .
CURRENT ORGANIC CHEMISTRY, 2004, 8 (04) :325-351
[5]   Recent advances in the total synthesis of piperidine and pyrrolidine natural alkaloids with ring-closing metathesis as a key step [J].
Felpin, FX ;
Lebreton, J .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (19) :3693-3712
[6]  
Gothelf AS, 2002, ANGEW CHEM INT EDIT, V41, P4236, DOI 10.1002/1521-3773(20021115)41:22<4236::AID-ANIE4236>3.0.CO
[7]  
2-W
[8]  
Gothelf K. V., 2002, ANGEW CHEM, V114, P4410
[9]  
Gothelf KV, 2002, CYCLOADDITION REACTIONS IN ORGANIC SYNTHESIS, P211
[10]   ASYMMETRIC CASCADE 1,3-DIPOLAR CYCLOADDITION REACTIONS OF IMINES [J].
GRIGG, R .
TETRAHEDRON-ASYMMETRY, 1995, 6 (10) :2475-2486