Transition Metal-Catalyzed Asymmetric Addition of Organoboron Reagents to lmines
Chen Diao; Xu Ming-Hua
刊名CHINESE JOURNAL OF ORGANIC CHEMISTRY
2017-07
卷号37期号:7页码:1589-1612
关键词asymmetric synthesis chiral amine metal catalysis asymmetric addition organoboron
ISSN号0253-2786
DOI10.6023/cjoc201704017
文献子类Review
英文摘要Chiral amines are important building blocks in organic synthesis, they also present in numerous natural products, biologically active compounds and pharmaceutical agents. In recent years, the use of various organoboron reagents in transition metal-catalyzed reactions has attracted considerable attentions because of their ready avilibility, low toxicity, good air and moisture stability as well as high functional group compatibility. This review summarizes the remarkable progress and advances in transition metal-catalyzed asymmetric addition of organoboron reagents to imines over the past few years, providing an overview of the recent achievements in stereoselective synthesis of a-chiral amines by using chiral auxiliary or chiral catalysis strategies. At the present time, rhodium-based asymmetric catalysis has proven to be the most efficient and reliable approach to furnish highly optically active alpha-chiral amines. Varieties of chiral ligands including monophosphines, biphosphines, amidomonophosphanes, phosphoramidites, phosphites, dienes, sulfur-olefins, phosphorus-olefins have showed the great potential in many asymmetric additions of organoboron reagents to imines, enabling the access of both secondary and tertiary a-chiral amines with good to excellent enantioselectivities. On the other hand, important progress has been made in developing effective palladium catalysts mainly based on chiral pyridine-oxazoline and phosphine-oxazoline ligands. However, future studies in this area towards the objective of developing more efficient, practical and general methods remain challenging.
资助项目National Natural Science Foundation of China[21325209] ; National Natural Science Foundation of China[21472205] ; Program of Shanghai Academic Research Leaders[14XD1404400]
WOS关键词N-TERT-BUTANESULFINYL ; HIGHLY ENANTIOSELECTIVE ARYLATION ; CHIRAL DIENE LIGANDS ; RECEPTOR-MEDIATED PHENOMENA ; H INSERTION REACTIONS ; ARYLBORONIC ACIDS ; CYCLIC KETIMINES ; SULFONYL KETIMINES ; RH(I)-CATALYZED ADDITION ; IMINO ESTERS
WOS研究方向Chemistry
语种中文
CSCD记录号CSCD:6046362
出版者SCIENCE PRESS
WOS记录号WOS:000408601000001
内容类型期刊论文
源URL[http://119.78.100.183/handle/2S10ELR8/272575]  
专题药物化学研究室
中科院受体结构与功能重点实验室
新药研究国家重点实验室
通讯作者Xu Ming-Hua
作者单位Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
推荐引用方式
GB/T 7714
Chen Diao,Xu Ming-Hua. Transition Metal-Catalyzed Asymmetric Addition of Organoboron Reagents to lmines[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY,2017,37(7):1589-1612.
APA Chen Diao,&Xu Ming-Hua.(2017).Transition Metal-Catalyzed Asymmetric Addition of Organoboron Reagents to lmines.CHINESE JOURNAL OF ORGANIC CHEMISTRY,37(7),1589-1612.
MLA Chen Diao,et al."Transition Metal-Catalyzed Asymmetric Addition of Organoboron Reagents to lmines".CHINESE JOURNAL OF ORGANIC CHEMISTRY 37.7(2017):1589-1612.
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