Stereochemical control of the Passerini reaction

被引:147
作者
Andreana, PR [1 ]
Liu, CC
Schreiber, SL
机构
[1] Harvard Univ, Howard Hughes Med Inst, Ctr CMLD, Cambridge, MA 02138 USA
[2] Harvard Univ, Broad Inst, Cambridge, MA 02138 USA
[3] Harvard Univ, MIT, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
关键词
D O I
10.1021/ol0482893
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalytic asymmetric Passerini reaction using tridentate indan (pybox) Cu(II) Lewis acid complex 4 with substrates capable of bidentate coordination has been achieved. The reaction occurs via ligand-accelerated catalysis.
引用
收藏
页码:4231 / 4233
页数:3
相关论文
共 30 条
[11]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[12]  
2-U
[13]   Chiral copper(II) complexes as Lewis acids for catalyzed cycloaddition, carbonyl addition, and conjugate addition reactions [J].
Evans, DA ;
Rovis, T ;
Johnson, JS .
PURE AND APPLIED CHEMISTRY, 1999, 71 (08) :1407-1415
[14]  
Frey R, 2003, SYNLETT, P1536
[15]   Multicomponent coupling reactions for organic synthesis:: Chemoselective reactions with amide-aldehyde mixtures [J].
Jacobi von Wangelin, A ;
Neumann, H ;
Gördes, D ;
Klaus, S ;
Strübing, D ;
Beller, M .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (18) :4286-4294
[16]   Massive parallel catalyst screening: Toward asymmetric MCRs [J].
Kusebauch, U ;
Beck, B ;
Messer, K ;
Herdtweck, E ;
Domling, A .
ORGANIC LETTERS, 2003, 5 (22) :4021-4024
[17]   Enhanced diastereoselectivity in the asymmetric Ugi reaction using a new "convertible" isonitrile [J].
Linderman, RJ ;
Binet, S ;
Petrich, SR .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (02) :336-337
[18]  
Oertel K, 2000, ANGEW CHEM INT EDIT, V39, P1431, DOI 10.1002/(SICI)1521-3773(20000417)39:8<1431::AID-ANIE1431>3.0.CO
[19]  
2-N
[20]   Multicomponent reactions are accelerated in water [J].
Pirrung, MC ;
Das Sarma, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (02) :444-445