Chiral Surfactant-Type Catalyst for Asymmetric Reduction of Aliphatic Ketones in Water

被引：125

作者：

Li, Jiahong ^{[2
,4
]}

Tang, Yuanfu ^{[2
,4
]}

Wang, Qiwei ^{[2
]}

Li, Xuefeng ^{[3
]}

Cun, Linfeng ^{[2
]}

Zhang, Xiaomei ^{[2
]}

Zhu, Jin ^{[2
]}

Li, Liangchun ^{[1
]}

Deng, Jingen ^{[1
]}

机构：

[1] Sichuan Univ, Key Lab Drug Targeting, Educ Minist, W China Sch Pharm, Chengdu 610041, Peoples R China

[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Peoples R China

[3] SW Univ Nationalities, Coll Chem & Environm Protect Engn, Chengdu 610041, Peoples R China

[4] Chinese Acad Sci, Grad Univ, Beijing 100049, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 45期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE TRANSFER HYDROGENATION; ALDOL REACTIONS; COMPLEXES; ALKYL; HYDROSILYLATION; DERIVATIVES; MICELLES; ALCOHOLS;

D O I：

10.1021/ja308357y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel chiral surfactant-type catalyst is developed. Micelles formed in water by association of the catalysts themselves, and this was confirmed by TEM analyses. Asymmetric transfer hydrogenation of aliphatic ketones catalyzed by the chiral metallomicellar catalyst gave good to excellent conversions and remarkable stereoselectivities (up to 95% ee). Synergistic effects between the metal catalyzed center and the hydrophobic microenvironment of the core in the metallomicelle led to high enantioselectivities.

引用

页码：18522 / 18525

页数：4

共 45 条

[1] A novel chiral surfactant-type metallomicellar catalyst for asymmetric Michael addition in water
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CHEMICAL COMMUNICATIONS, 2020, 56 (75) : 11118 - 11121
[2] Asymmetric transfer hydrogenation of aryl ketoesters with a chiral double-chain surfactant-type catalyst in water
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[3] Screening method for the evaluation of asymmetric catalysts for the reduction of aliphatic ketones
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[6] Asymmetric Michael Addition of Ketones to Nitroolefins Catalyzed by a New Chiral Catalyst
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BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2010, 31 (05): : 1280 - 1282
[7] Screening of a library of hemisalen ligands in asymmetric H-transfer: Reduction of aromatic ketones in water
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[9] A simple and efficient asymmetric hydrogenation of heteroaromatic ketones with iridium catalyst composed of chiral diamines and achiral phosphines
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TETRAHEDRON LETTERS, 2020, 61 (39)
[10] Asymmetric Reduction of α-Amino Ketones with a KBH4 Solution Catalyzed by Chiral Lewis Acids
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