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有机化学
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有机化学 ›› 1991, Vol. 11 ›› Issue (2): 162-166. 上一篇    下一篇

研究论文

N-(6-甲基-2-亚甲基吡啶)-(+)-樟脑亚胺体系的不对称烷基化反应

密爱巧;郭鹏;方志强;蒋耀忠   

  1. 中国科学院成都有机化学研究所
  • 发布日期:1991-04-25

The asymmetric alkylations of N-(6-methyl-2-methylemepyridine)-(+)- camphor imine system

MI AIQIAO;GUO PENG;FANG ZHIQIANG;JIANG YAOZHONG   

  • Published:1991-04-25

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495

本文报道了手性酮亚胺中间体在LA作用下, 脱去质子形成碳负离子, 然后与各种卤代烷进行不对称烷基化反应。

关键词: 吡啶 P, 卤代烃, 亚胺, 碳13核磁共振谱法, 亮氨酸, 质子磁共振谱法, 烷基化, 乙酸 P, 樟脑

The asym. alkylations of the new chiral imine prepared from 2-aminomethyl-6-methylpyridine with (+)-camphor in the presence of lithium diisopropylamine (LDA) is reported, and alkylated chiral imine intermediates I (R = Et, CHMe2, CH2Ph, CH2CHMe2, cyclohexyl, CH2CH:CH2) were separated and examd, the asym. inductions vary between 6% to 67%. According to the CD spectra of the alkylated products, the configuration of the main isomer of the alkylated procuts is R configuration at C(11) position by comparing the CD sign pattern of I (R = CH2CH:CH2) with that of the compound having known R configuration.

Key words: C13 NMR SPECTROMETRY, PYRIDINE P, LEUCINE, HALOHYDROCARBON, IMINE, PROTON MAGNETIC RESONANCE SPECTROMETRY, ALKYLATION, ACETIC ACID P, CAMPHOR

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