Bifunctional Photocatalysts for Enantioselective Aerobic Oxidation of β-Ketoesters

被引:220
作者
Ding, Wei [1 ]
Lu, Liang-Qiu [1 ]
Quan-Quan Zhou [1 ]
Wei, Yi [1 ]
Chen, Jia-Rong [1 ]
Xiao, Wen-Jing [1 ]
机构
[1] Cent China Normal Univ, CCNU uOttawa Joint Res Ctr, Key Lab Pesticide & Chem Biol, Minist Educ,Coll Chem, 152 Luoyu Rd, Wuhan 430079, Peoples R China
基金
中国国家自然科学基金;
关键词
PHOTOREDOX CATALYSIS; ALPHA-HYDROXYLATION; DUAL-CATALYSIS; KETO-ESTERS; COOPERATIVE PHOTOREDOX; ASYMMETRIC-SYNTHESIS; MERGING PHOTOREDOX; BRONSTED ACID; ATOM-TRANSFER; ALKYLATION;
D O I
10.1021/jacs.6b11418
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel visible-light-responsive chiral ligand has been developed by grafting a triplet state photo sensitizer to chiral bisoxazoline ligands. Complexation of this ligand with Ni(acac)(2) results in a powerful catalyst for the asymmetric oxidation reaction of beta-ketoesters, which uses oxygen or air as the green oxidant and visible light or sunlight as the ideal driving force. Using this protocol, products containing the alpha-hydroxy-beta-dicarbonyl motif are produced in high yields and with excellent enantiopurities.
引用
收藏
页码:63 / 66
页数:4
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