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有机化学  2015 

由氨基酸衍生α-重氮膦酸酯不对称合成β-氨基膦酸酯衍生物反应研究有机化学

DOI: 10.6023/cjoc201504035, PP. 2135-2141

Keywords: 手性诱导,β-氨基膦酸酯,不对称合成,α-重氮膦酸酯

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Abstract:

以(S)-二烷氧基[1-重氮-2-(1,3-二氧化异吲哚酮-2)烷基]膦酸酯为原料,以5%Pd/C为催化剂,冰乙酸为添加剂,在异丙醇中发生氢化还原反应,成功制得(S)-二烷基-[2-(1,3-二氧化异吲哚酮-2)烷基]膦酸酯,即手性β-氨基膦酸酯衍生物.产物通过1HNMR、13CNMR、31PNMR和HRMS进行结构表征,产物的对映选择性ee值为95%,开发了一种以天然氨基酸为原料不对称合成β-氨基膦酸酯衍生物的新方法.

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