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学科主题: 金属有机化学
题名: Ten years of research on NOBIN chemistry
其他题名: NOBIN化学的十年研究
作者: Ding KL(丁奎岭) ; Li X(李欣) ; Ji BM(吉保明) ; Guo HC(郭红超) ; Masato Kitamura
通讯作者: 丁奎岭
刊名: Curr. Org. Synth.
发表日期: 2005
卷: 2, 期:4, 页:499-545
收录类别: SCI
部门归属: 中科院上海有机化学研究所; 名古屋大学
英文摘要: 2-Amino-2'-hydroxy-1,1'-binaphthyl (NOBIN, 3) can be considered as the analogue of 1,1'-bi-2naphthol (BINOL, 1) and 1,1'-bi-2-naphthylamine (BINAM, 2) in terms of its functionality and scaffold. Since the first report on the synthesis of NOBIN by Kocovsky, the chemistry of NOWN has been developed rapidly in the last decade. This article summarizes its synthesis, modification and application of its derivatives as the chiral ligands in asymmetric catalysis. The methods for the preparation of enantiopure NOBIN included asymmetric cross-coupling reaction of 2-naphthol and 2-naphthylamine, optical resolution of its racemic form and transformation from enantiopure BINOL. A variety of chiral ligands could be easily obtained by simple transformation from NOBIN. Their application in various asymmetric reactions, such as diethyl zinc addition to aldehydes, allylation of aldehydes, allylic substitutions, 1,4-addition to alpha,beta-unsaturated ketones, aldol-type reaction, Diels-Alder and hetero-Diels-Alder reactions, transfer hydrogenation of ketones, cyclopropanation, phase-transfer catalysis of alkylations, ring-opening/cross metathesis, alpha-vinylation/arylation of ketones and Suzuki coupling reactions, clearly demonstrated that NOBIN has become one type of privileged scaffold for construction of various chiral ligands for asymmetric catalysis.
语种: 英语
WOS记录号: WOS:000231817200004
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/17787
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Ding KL,Li X,Ji BM,et al. Ten years of research on NOBIN chemistry[J]. Curr. Org. Synth.,2005,2(4):499-545.
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