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	Iridium-catalyzed asymmetric hydrogenation of 4,6-disubstituted 2-hydroxypyrimidines
	Feng, Guang-Shou1; Shi, Lei1; Meng, Fan-Jie1; Chen, Mu-Wang1; Zhou, Yong-Gui1,2
刊名	Organic letters
	2018-10-19
卷号	20期号:20页码:6415-6419
ISSN号	1523-7060
DOI	10.1021/acs.orglett.8b02723
通讯作者	Shi, lei(shileichem@dicp.ac.cn) ; Zhou, yong-gui(ygzhou@dicp.ac.cn)
英文摘要	An efficient iridium-catalyzed hydrogenation of 4,6-disubstituted 2-hydroxypyrimidines has been achieved, giving chiral cyclic ureas with excellent diastereoselectivities and up to 96% ee of enantioselectivities. in the presence of the in situ generated hydrogen halide, the equilibrium of the lactame-lactime tautomerism of 2-hydroxypyrimidine is more toward the oxo form with lower aromaticity, which effectively improves the reactivity to facilitate hydrogenation. moreover, the cyclic ureas could be readily converted into chiral 1,3-diamine derivatives without loss of optical purity.
WOS关键词	HIGHLY ENANTIOSELECTIVE HYDROGENATION ; MULTIPLE STEREOGENIC CENTERS ; HETEROAROMATIC-COMPOUNDS ; ISOQUINOLINIUM SALTS ; PYRIDINIUM SALTS ; EFFICIENT ROUTE ; IONIC LIQUID ; QUINOLINES ; QUINOXALINES ; INDOLES
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
语种	英语
出版者	AMER CHEMICAL SOC
WOS记录号	WOS:000448488200022
内容类型	期刊论文
URI标识	http://www.corc.org.cn/handle/1471x/2373129
专题	大连化学物理研究所
通讯作者	Shi, Lei; Zhou, Yong-Gui
作者单位	1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China 2.Collaborat Innovat Ctr Chem Sci & Engn, Tianjin 300071, Peoples R China
推荐引用方式 GB/T 7714	Feng, Guang-Shou,Shi, Lei,Meng, Fan-Jie,et al. Iridium-catalyzed asymmetric hydrogenation of 4,6-disubstituted 2-hydroxypyrimidines[J]. Organic letters,2018,20(20):6415-6419.
APA	Feng, Guang-Shou,Shi, Lei,Meng, Fan-Jie,Chen, Mu-Wang,&Zhou, Yong-Gui.(2018).Iridium-catalyzed asymmetric hydrogenation of 4,6-disubstituted 2-hydroxypyrimidines.Organic letters,20(20),6415-6419.
MLA	Feng, Guang-Shou,et al."Iridium-catalyzed asymmetric hydrogenation of 4,6-disubstituted 2-hydroxypyrimidines".Organic letters 20.20(2018):6415-6419.

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