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两组手性β-氨基醇对前手性酮的不对称催化还原研究

Research on Asymmetric Catalytic Reduction of Prochiral Ketones Catalyzed by Two Groups of Chiral β-Aminoalchols
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摘要 以合成的两组手性催化剂,(S)-二苯基脯氨醇(1)和(2S)-(二苯基羟甲基)-4苯氧基-四氢吡咯(2),(R)-2-氨基-1,1-二苯基-3-(2′-萘基)-1-丙醇(3)和(R)-1-(1′-氨基-2′-萘乙基)-环戊醇(4),用于六种前手性酮的不对称硼烷还原反应,比较其还原结果,发现(2)的性能优于(1),(4)优于(3)。因此认为催化剂中取代基的引入以及含有刚性骨架均有利于对映选择性的提高。 Two groups of catalysts, （S）-diphenylprolinol （1） and （2S）-diphenylhydroxymethyl- （4S）-phenoxy-pyrrolidine （2）, （R）-2-amino-1,1-diphenyl-3-（2-naphthyl）-1-propanol （3） and （R）-1- （1＇-amino-2＇-naphthylethyl）-cyclopentanol （4）, were prepared and used in the enantioselective reduction of six proehiral ketones with borane. The results showed that the properties of catalyst （2） were superior to （1）, and those of （4） were better than （3）. It is concluded that the introduction of substitutive groups in the catalyst and less flexible backbone may have the advantage of the enhancement of enantioselectivity.
作者 梁静
机构地区 中国矿业大学化工学院
出处 《广州化学》 CAS 2008年第3期13-16,共4页 Guangzhou Chemistry
基金 中国矿业大学青年基金资助项目(OH060099)
关键词 手性 Β-氨基醇 不对称硼烷催化还原 前手性酮 对映选择性 chiral,β-aminoalchol, asymmetric catalytic reduction, prochiral ketone, enantioselectivity
分类号 O621.34 [理学—有机化学]
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参考文献13

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二级参考文献2

  • 1Shen Z，Tetrahedron Asymmetry，1998年，9卷，1091页
  • 2Zhang Y W，Synth Commun，1995年，21卷，3407页

共引文献10

广州化学
2008年 第3期

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