Enantioselective domino Heck-allylic amination reactions

被引:55
作者
Flubacher, D [1 ]
Helmchen, G [1 ]
机构
[1] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany
关键词
D O I
10.1016/S0040-4039(99)00628-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heck induced two-component domino reactions of alpha,omega-amino-1,3-dienes are described. In enantioselective variants of these reactions enantiomeric excess of up to 80 % was achieved using Pd complexes of enantiomerically pure chiral phosphino-oxazolines as catalysts. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3867 / 3868
页数:2
相关论文
共 15 条
[1]   CATALYTIC ASYMMETRIC-SYNTHESIS OF QUARTERNARY CARBON CENTERS - PALLADIUM-CATALYZED FORMATION OF EITHER ENANTIOMER OF SPIROOXINDOLES AND RELATED SPIROCYCLICS USING A SINGLE ENANTIOMER OF A CHIRAL DIPHOSPHINE LIGAND [J].
ASHIMORI, A ;
OVERMAN, LE .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (17) :4571-4572
[2]  
de Meijere A, 1994, ANGEW CHEM, V106, P2473, DOI DOI 10.1002/ANGE.19941062307
[3]  
Heck R.F., 1985, PALLADIUM REAGENTS O
[4]   Enantioselective catalysis with complexes of asymmetric P,N-chelate ligands [J].
Helmchen, G ;
Kudis, S ;
Sennhenn, P ;
Steinhagen, H .
PURE AND APPLIED CHEMISTRY, 1997, 69 (03) :513-518
[5]   ASYMMETRIC HECK REACTION-ANION CAPTURE PROCESS - A CATALYTIC ASYMMETRIC-SYNTHESIS OF THE KEY INTERMEDIATES FOR THE CAPNELLENOLS [J].
KAGECHIKA, K ;
OHSHIMA, T ;
SHIBASAKI, M .
TETRAHEDRON, 1993, 49 (09) :1773-1782
[6]   PALLADIUM-CATALYZED ANNULATION OF 1,4-DIENES USING ORTHO-FUNCTIONALLY-SUBSTITUTED ARYL HALIDES [J].
LAROCK, RC ;
BERRIOSPENA, NG ;
FRIED, CA ;
YUM, EK ;
TU, C ;
LEONG, W .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (17) :4509-4510
[7]   REGIOSELECTIVE, PALLADIUM-CATALYZED HETEROANNULATION AND CARBOANNULATION OF 1,2-DIENES USING FUNCTIONALLY SUBSTITUTED ARYL HALIDES [J].
LAROCK, RC ;
BERRIOSPENA, NG ;
FRIED, CA .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (08) :2615-2617
[8]   PALLADIUM-CATALYZED HETEROANNULATION OF 1,3-DIENES BY FUNCTIONALLY SUBSTITUTED ARYL HALIDES [J].
LAROCK, RC ;
BERRIOSPENA, N ;
NARAYANAN, K .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (11) :3447-3450
[9]  
LAROCK RC, 1995, SYNLETT, P465
[10]   PALLADIUM-CATALYZED CARBOANNULATION OF 1,3-DIENES BY ARYL HALIDES [J].
LAROCK, RC ;
FRIED, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (15) :5882-5884