Uncatalyzed One-Pot Diastereoselective Synthesis of α-Amino Phosphonates Under Solvent-Free Conditions

被引：30
|
作者：
Tibhe, Gaurao D. [1 ]
Lagunas-Rivera, Selene [1 ]
Vargas-Diaz, Elena [2 ]
Garcia-Barradas, Oscar [3 ]
Ordonez, Mario [1 ]
机构：
[1] Univ Autonoma Estado Morelos, Ctr Invest Quim, Cuernavaca 61209, Morelos, Mexico
[2] IPN, Escuela Nacl Ciencias Biol, Mexico City 11340, DF, Mexico
[3] Univ Veracruzana, Unidad Serv Apoyo Resoluc Analit, Xalapa 91190, Veracruz, Mexico
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 2010卷 / 34期
关键词：
Diastereoselectivity; alpha-Amino phosphonates; Kabachnik-Fields reaction; alpha-Amino phosphonic acids; Phosphorus; Multicomponent reactions; KABACHNIK-FIELDS REACTION; STATE ANALOG INHIBITORS; ASYMMETRIC-SYNTHESIS; ACID-DERIVATIVES; ENANTIOSELECTIVE HYDROPHOSPHONYLATION; STEREOSELECTIVE-SYNTHESIS; AMINOPHOSPHONIC ACIDS; BIOLOGICAL-ACTIVITY; HIV-PROTEASE; PHOSPHONOPEPTIDES;
D O I：
10.1002/ejoc.201001096
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Uncatalyzed one-pot, three-component reactions of aldehydes, chiral alpha-methylamines, and dimethyl phosphite under solvent-free conditions were used for the diastereoselective synthesis of alpha-amino phosphonates. The reactions proceeded with extremely high efficiency under mild conditions and gave good yields and diastereoselectivities (70:30 to 93:7 dr). This approach could be useful for the large-scale synthesis of several alpha-amino phosphonates.
引用
收藏
页码：6573 / 6581
页数：9
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