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
[1]  
[Anonymous], COMPREHENSIVE ASYMME
[2]   A catalyst for efficient and highly enantioselective hydrogenation of aromatic, heteroaromatic, and α,β-unsaturated ketones [J].
Burk, MJ ;
Hems, W ;
Herzberg, D ;
Malan, C ;
Zanotti-Gerosa, A .
ORGANIC LETTERS, 2000, 2 (26) :4173-4176
[3]  
Claver C, 2000, CHEM COMMUN, P961
[4]  
Noyori R., 1993, Asymmetric catalysis in organic synthesis
[5]  
PASTOR SD, 1998, Patent No. 5817850
[6]  
Pye P. J., 1997, PCT Appl., Patent No. [WO 97/47632, 9747632]
[7]   A new planar chiral bisphosphine ligand for asymmetric catalysis: Highly enantioselective hydrogenations under mild conditions [J].
Pye, PJ ;
Rossen, K ;
Reamer, RA ;
Tsou, NN ;
Volante, RP ;
Reider, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (26) :6207-6208
[8]   Carbohydrate phosphinites as practical ligands in asymmetric catalysis: Electronic effects and dependence of backbone chirality in Rh-catalyzed asymmetric hydrogenations. Synthesis of R- or S-amino acids using natural sugars as ligand precursors [J].
RajanBabu, TV ;
Ayers, TA ;
Halliday, GA ;
You, KK ;
Calabrese, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (17) :6012-6028
[9]   Rhodium-catalyzed enantioselective hydrogenation using chiral monophosphonite ligands [J].
Reetz, MT ;
Sell, T .
TETRAHEDRON LETTERS, 2000, 41 (33) :6333-6336
[10]  
Reetz MT, 2000, ANGEW CHEM INT EDIT, V39, P3889, DOI 10.1002/1521-3773(20001103)39:21<3889::AID-ANIE3889>3.0.CO