Phosphonites based on the paracyclophane backbone: New ligands for highly rhodium-catalyzed hydrogenation

被引:53
作者
Zanotti-Gerosa, A [1 ]
Malan, C [1 ]
Herzberg, D [1 ]
机构
[1] Chirotech Technol Ltd, Cambridge CB4 0WG, England
关键词
D O I
10.1021/ol0166193
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The synthesis of new phosphonites with a chiral paracyclophane backbone is described. The rhodium complexes derived from the phosphonites bearing biphenoxy and binaphthoxy substituents are highly active and highly selective catalysts for the asymmetric hydrogenation of dehydroamino acids and esters.
引用
收藏
页码:3687 / 3690
页数:4
相关论文
共 18 条
[11]  
2-T
[12]   New non-C2-symmetric phosphine-phosphonites as ligands in asymmetric metal catalysis [J].
Reetz, MT ;
Gosberg, A .
TETRAHEDRON-ASYMMETRY, 1999, 10 (11) :2129-2137
[13]  
Reetz MT, 1999, ANGEW CHEM INT EDIT, V38, P179
[14]   Diphosphonites as highly efficient ligands for enantioselective rhodium-catalyzed hydrogenation [J].
Reetz, MT ;
Gosberg, A ;
Goddard, R ;
Kyung, SH .
CHEMICAL COMMUNICATIONS, 1998, (19) :2077-2078
[15]  
REETZ MT, 2000, Patent No. 0014096
[16]   Kinetic resolution of rac-4,12-dibromo[2.2]paracyclophane in a palladium [2.2]PHANEPHOS catalyzed amination [J].
Rossen, K ;
Pye, PJ ;
Maliakal, A ;
Volante, RP .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (19) :6462-6463
[17]   Asymmetric hydrogenation - Influence of the structure of carbohydrate derived catalysts on the relative enantioselectivity Q(H/Me) regarding acid and ester substrates and its inversion - Selectivity increase in water by amphiphiles [J].
Selke, R ;
Ohff, M ;
Riepe, A .
TETRAHEDRON, 1996, 52 (48) :15079-15102
[18]   Highly enantioselective rhodium-catalyzed hydrogenation with monodentate ligands [J].
van den Berg, M ;
Minnaard, AJ ;
Schudde, EP ;
van Esch, J ;
de Vries, AHM ;
de Vries, JG ;
Feringa, BL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (46) :11539-11540