期刊文献+

TB水相催化手性α-羟基磷酸酯的合成

Synthesis of Chiral α-Hydroxy phosphonates Catalyzed by TB in Water
下载PDF
导出
摘要 羟基磷酸酯是极具吸引力的一类具有生物活性化合物,也是重要中间体。Aldol反应在反应中同时生成两个邻接手性中心,因此,该反应是构建不对称C-C键最简单、有效的一类化学转化方法。在TB的水相催化下,以靛红与亚磷酸三乙酯为原料,经Aldol反应合成一种手性α-羟基磷酸酯。结果表明,在温和的反应条件下,反应能够顺利进行,并且有很好的产率(91%)和ee值(92%)。 Hydroxy phosphonate is an extremely attractive class of biologically active compounds and important intermediates. Aldol reaction is the simplest and most effective method of chemical transformation to construct asymmetric C-C bonds, which generates two adjacent chiral centers simultaneously. The synthesis of chiral α-hydroxyphosphonates is reported for Aldol reaction using isatin and triethyl phosphite as raw materials, catalyzed by TB in water. The reaction proceeded smoothly under mild reaction conditions. The resulting products were obtained with high yields(up to 91 %) and ee(up to 92 %).
作者 史晶晶 徐长亮 苑睿 吴翚 Shi Jingjing;Xu Changliang;Yun Rui;Wu Hui(Jiangsu Food&Pharmaceutical Science College,Huaian 223005;Jiangsu Normal University,Xuzhou 221116,China)
出处 《广东化工》 CAS 2022年第4期27-28,34,共3页 Guangdong Chemical Industry
基金 江苏省苏北科技专项项目(SZ-HA2019007) 中药材中重金属离子快速检测探针的设计与研究。
关键词 TB 靛红 α-羟基磷酸酯 催化 手性 TB isatin α-hydroxyphosphonates catalysis chirality
  • 相关文献

参考文献2

二级参考文献20

  • 1徐天图,汪顺义,纪顺俊.无溶剂条件下合成顺/反3-芳基亚甲基-2,3-二氢-吲哚-2-酮类化合物[J].有机化学,2006,26(10):1414-1417. 被引量:7
  • 2Ghiaci M,Imanzadeh G H.A facile beckmann rearrangement of oximes with AlCl3 in the solid state[J].Synth Commun,1998,28:2275. 被引量:1
  • 3Morey J,Saa J M.Solide state redox chemistry of hydroquinones and questions[J].Tetrahedron,1993,49(1):105-112. 被引量:1
  • 4Rasrnussen M O,Axelesson O,Tanner D.A Practical procedure for the solid-phase synthesis of racemic 2,2′-dihydroxy-1,1′-binaphthyl[J].Synth Commun,1997,27:4027. 被引量:1
  • 5Toda F,Suzuki T,Higa S.Solvent-free dieckmann condensation reactions of diethyl adipate and pimelate[J].J Chem Soc,Perkin Trans,1998:3521. 被引量:1
  • 6Li X L,Wang Y M,Tan B,et al.A novel solid state Michael addition reaction of N-heterocyclic compounds containing active-CH[J].China J Chem Lett,1995,4:865. 被引量:1
  • 7Nixon T D,Dalgarno S,Ward C V,et al.Stereocontrol in asymmetric phosphor-aldol catalysis.Chirality relaying in action[J].Comptes Rendus Chimie,2004,7(8-9):809-821. 被引量:1
  • 8Moreno G E,Quintero l,Bernes S,et al.Diastereoselective carbonyl phosphonylation using chiral N,N′-bis-[(S)-alpha -phenylethyl]-bicyclic phosphorous acid diamides[J].Tetrahed lett,2004,45:4245-4248. 被引量:1
  • 9Kralikova S,Budesinsky M,Masojidkova M,et al.Geminal hydroxy phosphonate derivatives of nucleosides:a novel class of nucleoside 5′-monophosphate analogues[J].Tetrahed Lett,2000,41:955-958. 被引量:1
  • 10Wroblewsk A E,Piotrowska D G.Sterochemistry of the addition of dialkyl phosphiles to (S)-N,N-dibenzylphenylglycinal[J].Tetrahedron:Asymmetry,2001,12:2977-2984. 被引量:1

共引文献20

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部