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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
引用本文:程青芳,许兴友,许同桃,张祥涛,包静炎. 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[J]. 有机化学, 2006, 26(11): 1544-1547
作者姓名:程青芳  许兴友  许同桃  张祥涛  包静炎
作者单位:1. 淮海工学院化工系,连云港,222005;南京理工大学材料化学实验室,南京,210094
2. 南京理工大学材料化学实验室,南京,210094
3. 淮海工学院化工系,连云港,222005
基金项目:江苏省科技厅自然科学基金(No.BK2005045),江苏省教育厅高校自然科学计划(No.05KJD150024)资助项目.
摘    要: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  不对称偶联  芳醛
收稿时间:2006-01-18
修稿时间:2006-05-22

Asymmetric Pinacol Coupling of Aromatic Aldehydes Mediated by Chiral Squaric Acid Amidoalcohol-Titanium Complexes
CHENG,Qing-Fang,XU,Xing-You,XU,Tong-Tao,ZHANG,Xiang-Tao,BAO,Jing-Yan. Asymmetric Pinacol Coupling of Aromatic Aldehydes Mediated by Chiral Squaric Acid Amidoalcohol-Titanium Complexes[J]. Chinese Journal of Organic Chemistry, 2006, 26(11): 1544-1547
Authors:CHENG  Qing-Fang  XU  Xing-You  XU  Tong-Tao  ZHANG  Xiang-Tao  BAO  Jing-Yan
Affiliation:a Department of Chemical Technology, Huaihai Institute of Technology, Lianyungang 222005;b Laboratory of Materials Chemistry, Nanfing University of Science and Technology, Nanjing 210094
Abstract: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.
Keywords:pinacol  chiral squaric acid amidoalcohol  asymmetric coupling  aromatic aldehyde
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