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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (01): 94-98. 上一篇    下一篇

研究论文

3,6-二氯哒嗪-金鸡纳生物碱衍生物催化不对称“中断的”Feist-Bénary反应的研究

金瑛，姚志军，刘鹏，姜茹，张生勇*   

  1. (第四军医大学手性技术中心 西安 710032)
  • 收稿日期:2007-03-23 修回日期:1900-01-01 发布日期:2008-01-23
  • 通讯作者: 张生勇

Investigation on 3,6-Dichloropyridazine-Derivatized Cinchona Alkaloid-Catalyzed Asymmetric “Interrupted” Feist-Bénary Reaction

JIN Ying, YAO Zhi-Jun, LIU Peng, JIANG Ru, ZHANG Sheng-Yong*   

  1. (Research Center for Chirotechnology, the Fourth Military Medical University, Xi'an 710032)
  • Received:2007-03-23 Revised:1900-01-01 Published:2008-01-23
  • Contact: ZHANG Sheng-Yong

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将3,6-二氯哒嗪-金鸡纳生物碱衍生物用于催化β-二羰基化合物与溴乙酰甲酸乙酯/β-取代的溴乙酰甲酸乙酯的不对称“中断的”Feist-Bénary反应, 得到了较高的化学产率(72%～97%)和最高达93% ee的立体选择性.

关键词: 3,6-二氯哒嗪-金鸡纳生物碱衍生物, 不对称中断的Feist-Bénary反应, 呋喃类化合物

Different 3,6-dichloropyridazine-cinchona alkaloid derivatives have been used to catalyze the asymmetric “interrupted” Feist-Bénary reaction of β-dicarbonyl compounds with ethyl bromopyruvate/substituted β-bromo-α-bromoketoesters. The corresponding hydroxydihy-drofurans have been obtained in high yields (72%～97%) and with up to 93% ee.

Key words: asymmetric “Interrupted” Feist-Bénary reaction, 3,6-dichloropyridazine-cinchona alkaloid derivative, furan compound