An overview of stereoselective synthesis of α-aminophosphonic acids and derivatives

被引:269
作者
Ordonez, Mario [1 ]
Rojas-Cabrera, Haydee [1 ]
Cativiela, Carlos [2 ]
机构
[1] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 62209, Morelos, Mexico
[2] Univ Zaragoza, CSIC, ICMA, Dept Quim Organ, E-50009 Zaragoza, Spain
基金
美国国家卫生研究院;
关键词
alpha-Aminophosphonic acids; alpha-Aminophosphonates; Stereoselective Synthesis; Resolution; Chiral pool; ONE-POT SYNTHESIS; AMINO PHOSPHONIC-ACIDS; CATALYTIC ASYMMETRIC-SYNTHESIS; CHIRAL PHOSPHONOGLYCINE EQUIVALENTS; ENDOTHELIN-CONVERTING ENZYME; STATE ANALOG INHIBITORS; SOLID-PHASE SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ELECTROPHILIC AMINATION; TRANSITION-STATE;
D O I
10.1016/j.tet.2008.09.083
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:17 / 49
页数:33
相关论文
共 364 条
[31]   A concise synthesis of diethyl 1-(tert-butoxycarbonylamino)-1-alkenylphosphonates [J].
Blazewska, K ;
Gajda, T .
TETRAHEDRON, 2004, 60 (51) :11701-11707
[32]   TRANSITION-METAL COMPLEXES OF DIALKYL ALPHA-HYDROXYIMINOPHOSPHONATES, A NOVEL CLASS OF METAL-COMPLEXES [J].
BLIGH, SWA ;
CHOI, N ;
GREEN, DSC ;
HUDSON, HR ;
MCGRATH, CM ;
MCPARTLIN, M ;
PIANKA, M .
POLYHEDRON, 1993, 12 (23) :2887-2890
[33]   Efficient synthesis of the four diastereomers of phosphothreonine from lactaldehyde [J].
Bongini, A ;
Camerini, R ;
Panunzio, M .
TETRAHEDRON-ASYMMETRY, 1996, 7 (05) :1467-1476
[34]  
BONGINI A, 1994, TETRAHEDRON LETT, V35, P8045, DOI 10.1016/0040-4039(94)80045-6
[35]  
BONIN M, 1998, ORG SYNTH, V9, P176, DOI DOI 10.15227/ORGSYN.070.0054
[36]   One-pot synthesis of α-amino phosphonates from α-amino acids and β-amino alcohols [J].
Boto, A ;
Gallardo, JA ;
Hernández, R ;
Saavedra, CJ .
TETRAHEDRON LETTERS, 2005, 46 (45) :7807-7811
[37]   CONFORMATIONAL-ANALYSIS OF CHIRAL ALKENES AND OXONIUM IONS - ABINITIO MOLECULAR-ORBITAL CALCULATIONS AND AN IMPROVED MM2 FORCE-FIELD [J].
BROEKER, JL ;
HOFFMANN, RW ;
HOUK, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) :5006-5017
[38]  
Bulman R. A., 1990, TRACE METALS FLUORID, P271
[39]   BIOCATALYTIC RESOLUTIONS OF ALPHA-METHYLENE-BETA-HYDROXY ESTERS AND KETONES [J].
BURGESS, K ;
JENNINGS, LD .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (04) :1138-1139
[40]   Enantioselective synthesis of α-hydroxy and α-amino phosphonates via catalytic asymmetric hydrogenation [J].
Burk, MJ ;
Stammers, TA ;
Straub, JA .
ORGANIC LETTERS, 1999, 1 (03) :387-390