One-pot synthesis of α-aminophosphonates catalyzed by antimony trichloride adsorbed on alumina

被引:99
作者
Ambica [1 ]
Kumar, Satish [1 ]
Taneja, Subhash C. [2 ]
Hundal, Maninder S. [3 ]
Kapoor, Kamal K. [1 ]
机构
[1] Univ Jammu, Dept Chem, Jammu 180006, India
[2] Indian Inst Integrat Med, Bioorgan Chem Div, Jammu 180001, India
[3] Guru Nanak Dev Univ, Dept Chem, Amritsar 143005, Punjab, India
关键词
sbCl(3)/Al2O3; alpha-amino acid; alpha-aminophosphonate; solid supported reagents; recyclability;
D O I
10.1016/j.tetlet.2008.02.047
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
SbCl3 adsorbed on Al2O3 is found to be an efficient and recyclable catalyst in promoting three-component coupling reactions of aldehydes (aromatic and aliphatic), amines (aryl amines, aliphatic amines and esters of S-cc-amino acids) and dialkylphosphites to afford the corresponding alpha-aminophosphonates in high yields. The ethyl ester of S-phenylalanine was observed to yield the corresponding ot-aminophosphonate with S,S-diastereoisomer formed in dominance over the S,R-diastereoisomer. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2208 / 2212
页数:5
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