Recent progress on the stereoselective synthesis of cyclic quaternary α-amino acids

被引:206
作者
Cativiela, Carlos [1 ]
Ordonez, Mario [2 ]
机构
[1] Univ Zaragoza, CSIC, Dept Quim Organ, ICMA, E-50009 Zaragoza, Spain
[2] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 62209, Morelos, Mexico
基金
美国国家卫生研究院;
关键词
ASYMMETRIC STRECKER SYNTHESIS; ALDOSE REDUCTASE INHIBITORS; INDUCED AXIAL CHIRALITY; CYCLOALIPHATIC C-ALPHA; C-ALPHA-DISUBSTITUTED GLYCINE; 1,3-DIPOLAR CYCLOADDITION REACTIONS; METABOTROPIC GLUTAMATE RECEPTORS; CONSTRAINED CYCLOPROPANE ANALOG; OLEFIN-METATHESIS CATALYSTS; TRANSITION-METAL RECEPTOR; RING CLOSING METATHESIS;
D O I
10.1016/j.tetasy.2009.01.002
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The most recent papers describing the stereoselective synthesis of cyclic quaternary alpha-amino acids are collected in this review. The diverse synthetic approaches are classified according to the size of the ring and taking into account the bond that is formed to complete the quaternary skeleton. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1 / 63
页数:63
相关论文
共 420 条
[1]   Asymmetric synthesis of 2-amino-3-hydroxynorbornene-2-carboxylic acid derivatives [J].
Abbiati, G ;
Clerici, F ;
Gelmi, ML ;
Gambini, A ;
Pilati, T .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (19) :6299-6304
[2]  
Abellán T, 2000, EUR J ORG CHEM, V2000, P2689
[3]   Asymmetric synthesis of α-amino acids from α,β-(Z)-didehydroamino acid derivatives with 1,2,3,6-tetrahydropyrazin-2-one structure [J].
Abellán, T ;
Mancheño, B ;
Nájera, C ;
Sansano, JM .
TETRAHEDRON, 2001, 57 (30) :6627-6640
[4]   Chiral (Z)-α,β-didehydroamino acid derivatives from a new chiral glycine equivalent with a 1,2,3,6-tetrahydropyrazin-2-one structure:: applications to the synthesis of 1-aminocyclopropanecarboxylic acids and bicyclic α-amino acids [J].
Abellán, T ;
Nájera, C ;
Sansano, JM .
TETRAHEDRON-ASYMMETRY, 2000, 11 (05) :1051-1055
[5]  
Achatz O, 1999, EUR J ORG CHEM, V1999, P1967
[6]   Asymmetric synthesis of an N-acylpyrrolidine for inhibition of HCV polymerase [J].
Agbodjan, Armel A. ;
Cooley, Bob E. ;
Copley, Royston C. B. ;
Corfield, John A. ;
Flanagan, Roy C. ;
Glover, Bobby N. ;
Guidetti, Rossella ;
Haigh, David ;
Howes, Peter D. ;
Jackson, Mary M. ;
Matsuoka, Richard T. ;
Medhurst, Katrina J. ;
Millar, Alan ;
Sharp, Matthew J. ;
Slater, Martin J. ;
Toczko, Jennifer F. ;
Xie, Shiping .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (08) :3094-3102
[7]   Asymmetric sulfonium ylide mediated cyclopropanation: Stereocontrolled synthesis of (+)-LY354740 [J].
Aggarwal, VK ;
Grange, E .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (02) :568-575
[8]   Influence of the phenyl side chain on the conformation of cyclopropane analogues of phenylalanine [J].
Alemán, C ;
Jiménez, AI ;
Cativiela, C ;
Perez, JJ ;
Casanovas, J .
JOURNAL OF PHYSICAL CHEMISTRY B, 2002, 106 (45) :11849-11858
[9]   Backbone conformational preferences and pseudorotational ring puckering of 1-aminocyclopentane-1-carboxylic acid [J].
Aleman, Carlos ;
Zanuy, David ;
Casanovas, Jordi ;
Cativiela, Carlos ;
Nussinov, Ruth .
JOURNAL OF PHYSICAL CHEMISTRY B, 2006, 110 (42) :21264-21271
[10]   Asymmetric synthesis of quaternary tetrahydroisoquinoline-3-carboxylic acid derivatives [J].
Alezra, V ;
Bonin, M ;
Micouin, L ;
Husson, HP .
TETRAHEDRON LETTERS, 2001, 42 (11) :2111-2113