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化学学报
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化学学报 ›› 1993, Vol. 51 ›› Issue (1): 73-78. 上一篇    下一篇

研究论文

(R)-α-烷基糠胺的不对称合成

刘桂兰;胡文浩;邓金根;宓爱巧;蒋耀忠   

  1. 中国科学院成都有机化学研究所
  • 发布日期:1993-01-15

Studies on the asymmetric synthesis of (R)-α-alkyl-furfuryl amines

LIU GUILAN;HU WENHAO;DENG JINGEN;MI AIQIAO;JIANG YAOZHONG   

  • Published:1993-01-15

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465

本文通过(+)-樟脑缩呋喃甲亚胺的不对称烷基化反应, 合成了(R)-α)-烷基糠胺。反应的非对映选择性经1H NMR测定为5～67%(d.e)。用1, 3-二碘丙烷和α, α-二溴邻二甲苯作烷基化试剂, 得到预期的双亚胺烷基产物, 而用1,2-二溴乙烷时,却给出偶联产物。

关键词: 呋喃 P, 烷基化, 构型, 樟脑, 亚胺 P, 糠胺, 不对称反应

(R)-α-alkyl-furfuryl amines are synthesized by asymmetric alkylation of (+)-camphor ketimine (3) from furfuryl amine. the diastereoselectivities ranging from 5～67% are determined by 1H NMR spectra of alkylation products (6a～6e). using 1, 3-diiodopropane and dibromoxyiene as alkylatingreagents, diimine dervatives (6f～6g) are formed. however, 1,2-dibromothane gives coupling product (6h).

Key words: FURAN P, ALKYLATION, CONFIGURATION, CAMPHOR, FURFURYL AMINE

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