Rhodium-catalysed racemisation of N-acyl α-amino acids

被引:12
作者
Hateley, MJ [1 ]
Schichl, DA [1 ]
Kreuzfeld, HJ [1 ]
Beller, M [1 ]
机构
[1] Univ Rostock eV, Inst Organ Katalyseforsch, D-18055 Rostock, Germany
关键词
racemisation; rhodium; tricyclohexylphosphine; N-acyl alpha-amino acids;
D O I
10.1016/S0040-4039(00)00539-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first transition metal-catalysed racemisation of N-acyl alpha-amino acids, which is of importance for kinetic resolution processes, is described. Enantiomerically pure N-acyl cx-amino acids were efficiently racemised under mild conditions using various rhodium complexes as catalysts, e.g. [Rh(cod)Cl](2), in the presence of phosphines. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3821 / 3824
页数:4
相关论文
共 9 条
[1]   Palladium-catalyzed amidocarbonylation - A new, efficient synthesis of N-acyl amino acids [J].
Beller, M ;
Eckert, M ;
Vollmuller, F ;
Bogdanovic, S ;
Geissler, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1997, 36 (13-14) :1494-1496
[2]  
Beller M, 1998, CHEM-EUR J, V4, P935, DOI 10.1002/(SICI)1521-3765(19980515)4:5<935::AID-CHEM935>3.0.CO
[3]  
2-#
[4]  
BORNSCHEUER UT, 1999, HYDROLASES ORGANIC S, P122
[5]  
CROSBY J, 1992, CHIRALITY IND, P20
[6]   Controlled racemization of optically active organic compounds: Prospects for asymmetric transformation [J].
Ebbers, EJ ;
Ariaans, GJA ;
Houbiers, JPM ;
Bruggink, A ;
Zwanenburg, B .
TETRAHEDRON, 1997, 53 (28) :9417-9476
[7]  
EBBERS EJ, 1997, TETRAHEDRON, V53, P9443
[8]  
Gladiali S., 1998, TRANSITION METALS OR, V2, P97, DOI DOI 10.1021/OM1008023
[9]  
ISHIDA T, 1981, CHEM PHARM BULL, V29, P1475