The preparation of enantiomerically enriched γ-amino acids (GABAs) using palladium catalysed allylic substitution

被引:36
作者
Martin, CJ
Rawson, DJ
Williams, JMJ [1 ]
机构
[1] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England
[2] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[3] Pfizer Cent Res, Discovery Chem, Sandwich CT13 9NJ, Kent, England
基金
英国工程与自然科学研究理事会;
关键词
D O I
10.1016/S0957-4166(98)00383-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enantioselective palladium catalysed allylic substitution reactions have been employed as the asymmetry-producing step in the synthesis of enantiomerically enriched gamma-amino acids. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3723 / 3730
页数:8
相关论文
共 12 条
[1]  
ADAMS R, 1959, J AM CHEM SOC, V81, P4969
[2]   PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC SUBSTITUTION - A LIGAND DESIGN INCORPORATING STERIC AND ELECTRONIC EFFECTS [J].
ALLEN, JV ;
COOTE, SJ ;
DAWSON, GJ ;
FROST, CG ;
MARTIN, CJ ;
WILLIAMS, JMJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (15) :2065-2072
[3]   Palladium-catalysed asymmetric allylic substitution: Synthesis of alpha- and beta-amino acids [J].
Bower, JF ;
Jumnah, R ;
Williams, AC ;
Williams, JMJ .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (09) :1411-1420
[4]   ASYMMETRIC PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION USING PHOSPHORUS-CONTAINING OXAZOLINE LIGANDS [J].
DAWSON, GJ ;
FROST, CG ;
WILLIAMS, JMJ .
TETRAHEDRON LETTERS, 1993, 34 (19) :3149-3150
[5]   ENANTIOSELECTIVE SYNTHESIS OF SUCCINIC ACIDS AND GAMMA-LACTONES VIA PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION-REACTIONS [J].
DAWSON, GJ ;
WILLIAMS, JMJ ;
COOTE, SJ .
TETRAHEDRON-ASYMMETRY, 1995, 6 (10) :2535-2546
[6]   SELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTION [J].
FROST, CG ;
HOWARTH, J ;
WILLIAMS, JMJ .
TETRAHEDRON-ASYMMETRY, 1992, 3 (09) :1089-1122
[7]  
KRAPCHO AP, 1973, TETRAHEDRON LETT, P957
[8]  
Krogsgaard-Larsen P., 1990, COMPREHENSIVE MED CH, V3, P493
[9]  
Simonyi M, 1996, ENANTIOMER, V1, P403
[10]   PHOSPHINOARYLOXAZOLINES AND PHOSPHINOALKYLOXAZOLINES AS NEW CHIRAL LIGANDS FOR ENANTIOSELECTIVE CATALYSIS - VERY HIGH ENANTIOSELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTIONS [J].
SPRINZ, J ;
HELMCHEN, G .
TETRAHEDRON LETTERS, 1993, 34 (11) :1769-1772