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Assembled dendritic titanium catalysts for enantioselective hetero-Diels-Alder reaction of aldehydes with danishefsky's diene
其他题名组装的树枝状钛催化剂用于不对称杂D-A反应
Ji BM(吉保明); Yuan Y(袁宇); Ding KL(丁奎岭); Meng JB(孟继本)
2003
发表期刊Chem.-Eur. J.
ISSN0947-6539
卷号9期号:24页码:5989-5996
摘要A new type of dendritic 2-amino-2'-hydroxy-1,1'-binaphthyl (NOBIN)-derived schiff-base ligands have been synthesized and applied to the tianium-catalyzed heter-Diels-Alder reaction f Danishefsky's diene with aldehydes. These reactions afforded the corresponding 2-substituted 2,3-dihydro-4H-pyran-4-ones in quantitative yields and with excellent enantioselectivities (up to 97.2% ee.). The disposition of the dendritic wedges and the dendron size in the ligands were found to have significant impact on the enantioselectivity of the reaction. The recovered dendritic catalyst could be reused without further addition of the Ti source or a carboxylic acid additive for at least three cycles, retaining simi- lar activity and enantioselectivity. The high stability of this type of assembled dendritic titanium catalyst may be at- tributed to the stabilization effect of large-sized dendron units in the cata- lyst molecule. The other important phenomenon observed with this cata-lyst system is that a higher degree of asymmetric amplification has been ach-ieved by attachment of the dendron unit to the chiral ligand, which repre-sents a new advantage of dendrimer catalysts for asymmetric reactions using chiral ligands of lower optical purity.
学科领域金属有机化学
部门归属中国科学院上海有机化学研究所金属有机化学开放实验室
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收录类别SCI
语种英语
WOS记录号WOS:000187425200004
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文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/17765
专题金属有机化学国家重点实验室
通讯作者Ding KL(丁奎岭)
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Ji BM,Yuan Y,Ding KL,et al. Assembled dendritic titanium catalysts for enantioselective hetero-Diels-Alder reaction of aldehydes with danishefsky's diene[J]. Chem.-Eur. J.,2003,9(24):5989-5996.
APA 吉保明,袁宇,丁奎岭,&孟继本.(2003).Assembled dendritic titanium catalysts for enantioselective hetero-Diels-Alder reaction of aldehydes with danishefsky's diene.Chem.-Eur. J.,9(24),5989-5996.
MLA 吉保明,et al."Assembled dendritic titanium catalysts for enantioselective hetero-Diels-Alder reaction of aldehydes with danishefsky's diene".Chem.-Eur. J. 9.24(2003):5989-5996.
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