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有机化学
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有机化学 ›› 2006, Vol. 26 ›› Issue (11): 1544-1547. 上一篇    下一篇

研究论文

手性方酰胺基醇钛合物诱导的芳醛的不对称呐醇偶联反应

程青芳*,a,b，许兴友a,b，许同桃b，张祥涛a，包静炎a   

  1. (a淮海工学院化工系 连云港 222005)
    (b南京理工大学材料化学实验室 南京 210094)
  • 收稿日期:2006-01-18 修回日期:1900-01-01 发布日期:2006-10-27
  • 通讯作者: 程青芳

Asymmetric Pinacol Coupling of Aromatic Aldehydes Mediated by Chiral Squaric Acid Amidoalcohol-Titanium Complexes

CHENG Qing-Fang*,a,b,XU Xing-Youa,b,XU Tong-Taob
ZHANG Xiang-Taoa,BAO Jing-Yana   

  1. (a Department of Chemical Technology, Huaihai Institute of Technology, Lianyungang 222005)
    (b Laboratory of Materials Chemistry, Nanjing University of Sci-ence and Technology, Nanjing 210094)
  • Received:2006-01-18 Revised:1900-01-01 Published:2006-10-27
  • Contact: CHENG Qing-Fang

PDF

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合成了两个手性方酰胺基醇, 与TiC14(THF)2-Zn形成了手性配合物, 并用来催化芳醛的不对称呐醇偶联反应, 反应取得很高的化学产率和较高的光学收率, 同时考察了芳醛结构和共还原剂对反应的化学产率和光学收率影响.

关键词: 呐醇, 手性方酰胺基醇, 芳醛, 不对称偶联

Two enantiopure squaric acid amidoalcohols were synthesized and used for the asymmetric pinacol coupling of aromatic aldehydes with TiC14(THF)2-Zn in excellent yields, high dl-diastereoselectivity and good enantioselectivity. The effect of the structure of aromatic aldehyde and coreductant on the diastereoselectivity and enantioselectivity was also studied.

Key words: chiral squaric acid amidoalcohol, asymmetric coupling, aromatic aldehyde, pinacol