高等学校化学学报

高等学校化学学报 ›› 2001, Vol. 22 ›› Issue (S1): 71.

• 研究论文 • 上一篇    下一篇

新型手性磷化合物的合成及其作为配体催化剂在某些不对称合成反应中的应用

周正洪, 杨卓鸿, 李康应, 刘建兵, 唐除痴   

  1. 南开大学化学学院元素有机化学国家重点实验室, 元素有机化学研究所, 天津 300071
  • 收稿日期:2001-06-29 出版日期:2001-12-31 发布日期:2001-12-31
  • 通讯作者: 唐除痴(1938年出生),男,教授,博士生导师.从事杂原子有机化学及有机合成化学研究.
  • 基金资助:

    国家自然科学基金(批准号:29872016)资助.

Synthesis of New Chiral Phosphorus Compounds as Ligand Catalysts for Some Asymmetric Reactions

ZHOU Zheng-Hong, YANG Zhuo-Hong, LI Kang-Ying, LIU Jian-Bing, TANG Chu-Chi   

  1. State Key Laboratory of Blemento-Organic Chemistry, institute of Elemento-Organic Chemistry College of Chemistry, Nankai University, Tiajin 300071, China
  • Received:2001-06-29 Online:2001-12-31 Published:2001-12-31

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摘要：

从L-氨基酸、D-樟脑、(-)-假麻黄碱、(-)-α-苯乙胺、(S)-(-)-联萘二酚等旋光源出发,合成了26个三配位及四配位手性磷化合物.作为配体催化剂,试验了它们在潜手性酮及亚胺的不对称硼烷还原反应、醛与二乙基锌的不对称烷基化反应以及醛的不对称硅腈化反应中的催化活性.发现其中有些催化剂有很好的立体选择性.

关键词: 手性磷化合物, 配体催化剂, 不对称硼烷还原反应, 不对称烷基化反应, 不对称硅腈化反应

Abstract:

Twenty-six chiral phosphorus compounds have been synthesized from L-aminoacids,D-camphor, (-)-ψ-ephedrine, (-)-α-phenylethylamine, and (S)-(-)-binaphthol as optical active source. Their catalytic activities in the asymmetric borane reduction of prochiral ketone and imine, the asymmetric alkylation of aldehyde with Et2Zn,and the asymmetric silylcyanation of aldehyde were investigated. Among them, it was found that some compounds possess good catalytic activities.

Key words: Chirai phosphorus reagents, Ligand catalyst, Asymmetric borane reduction, Asymmetric alkylation, Asymmetric silylcyanation

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