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有机化学
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有机化学 ›› 2000, Vol. 20 ›› Issue (3): 334-337. 上一篇    下一篇

研究论文

4-取代-脯氨醇催化的前手性酮不对称硼烷还原

张雅文;梁静;陆军;郭聪琳;沈宗旋   

  1. 苏州大学化学化工学院
  • 发布日期:2000-06-25

Asymmetric borane reduction of prochiral ketones catalyzed by 4- substituted prolinol

Zhang Yawen;Liang Jing;Lu Jun;Guo Conglin;Shen Zongxuan   

  • Published:2000-06-25

PDF

504

被引次数

26

(2S)-(二苯基羟甲基)-(4S)-苯氧基-四氢吡咯(10)由羟脯氨酸(6)经4步反应制得。用10催化6种前手性酮的不对称硼烷还原反应,其结果与(S)-二苯基脯氨醇催化的同一反应的结果进行了对比。

关键词: 脯氨醇, 羟脯氨酸, 前手性酮, 硼烷, 氧氮硼五环, 五员杂环化合物, 选择还原, 不对称反应, 手征性

(2S)-(diphenylhydroxymethyl)-(4S)-phenoxy-pyrrolidine 10 was prepared from hydroxyproline 6 via a four-step sequence. Using 10 as the catalyst, six prochiral ketones were reduced enantioselectively with borane and the results were compared with those with 1, 1- diphenylprolinol as catalysts.

Key words: HYDROXYPROLINE, BORANE, FIVE MEMBER RING HETEROCYCLIC COMPOUNDS, SELECTIVE REDUCTION, CHIRALITY

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