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	Chiral surfactant-type catalyst: enantioselective reduction of long-chain aliphatic ketoesters in water
	Lin, Zechao1,3; Li, Jiahong1,3; Huang, Qingfei1; Huang, Qiuya1; Wang, Qiwei1; Tang, Lei4; Gong, Deying4; Yang, Jun4; Zhu, Jin1; Deng, Jingen1,2
刊名	Journal of organic chemistry
	2015-05-01
卷号	80期号:9页码:4419-4429
ISSN号	0022-3263
DOI	10.1021/acs.joc.5b00241
通讯作者	Deng, jingen(jgdeng@cioc.ac.cn)
英文摘要	A series of amphiphilic ligands were designed and synthesized. the rhodium complexes with the ligands were applied to the asymmetric transfer hydrogenation of broad range of long-chained aliphatic ketoesters in neat water. quantitative conversion and excellent enantioselectivity (up to 99% cc) was observed for alpha-, beta-, gamma-, delta- and epsilon-ketoesters as well as for alpha- and beta-acyloxyketone using chiral surfactant-type catalyst 2. the ch/pi. interaction and the strong hydrophobic interaction of long aliphatic chains between the catalyst and the substrate in the metallomicelle core played a key role in the catalytic transition state. synergistic effects between the metal-catalyzed site and the hydrophobic microenvironment of the core in the micelle contributed to high stereoselectivity.
WOS关键词	ASYMMETRIC TRANSFER HYDROGENATION ; DYNAMIC KINETIC RESOLUTION ; ALPHA-KETO ESTERS ; BROAD SUBSTRATE-SPECIFICITY ; ENZYME ACE INHIBITORS ; CARBONYL REDUCTASE ; BETA-KETO ; DIPHOSPHINE LIGANDS ; HIGHLY EFFICIENT ; AMINO-ACID
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:000354004600019
内容类型	期刊论文
URI标识	http://www.corc.org.cn/handle/1471x/2376554
专题	中国科学院大学
通讯作者	Deng, Jingen
作者单位	1.Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China 2.Sichuan Univ, West China Sch Pharm, Key Lab Drug Targeting, Educ Minist, Chengdu 610041, Peoples R China 3.Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China 4.Sichuan Univ, West China Hosp, Translat Neurosci Ctr, Lab Anesthesia & Crit Care Med, Chengdu 610041, Peoples R China
推荐引用方式 GB/T 7714	Lin, Zechao,Li, Jiahong,Huang, Qingfei,et al. Chiral surfactant-type catalyst: enantioselective reduction of long-chain aliphatic ketoesters in water[J]. Journal of organic chemistry,2015,80(9):4419-4429.
APA	Lin, Zechao.,Li, Jiahong.,Huang, Qingfei.,Huang, Qiuya.,Wang, Qiwei.,...&Deng, Jingen.(2015).Chiral surfactant-type catalyst: enantioselective reduction of long-chain aliphatic ketoesters in water.Journal of organic chemistry,80(9),4419-4429.
MLA	Lin, Zechao,et al."Chiral surfactant-type catalyst: enantioselective reduction of long-chain aliphatic ketoesters in water".Journal of organic chemistry 80.9(2015):4419-4429.

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