Ten years of research on NOBIN chemistry

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	Ten years of research on NOBIN chemistry
	Ding KL(丁奎岭) ; Li X(李欣) ; Ji BM(吉保明) ; Guo HC(郭红超) ; Masato Kitamura
刊名	Curr. Org. Synth.
	2005
卷号	2 期号:4 页码:499-545
ISSN号	1570-1794
其他题名	NOBIN化学的十年研究
通讯作者	丁奎岭
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.
学科主题	金属有机化学
收录类别	SCI
语种	英语
WOS记录号	WOS:000231817200004
公开日期	2013-02-22
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/17787]
专题	上海有机化学研究所_金属有机化学国家重点实验室
推荐引用方式 GB/T 7714	Ding KL,Li X,Ji BM,et al. Ten years of research on NOBIN chemistry[J]. Curr. Org. Synth.,2005,2(4):499-545.
APA	丁奎岭,李欣,吉保明,郭红超,&Masato Kitamura.(2005).Ten years of research on NOBIN chemistry.Curr. Org. Synth.,2(4),499-545.
MLA	丁奎岭,et al."Ten years of research on NOBIN chemistry".Curr. Org. Synth. 2.4(2005):499-545.