Iron(III)-salan complexes catalysed highly enantioselective fluorination and hydroxylation of β-keto esters and N-Boc oxindoles

被引：100

作者：

Gu, Xin ^{[1
]}

Zhang, Yan ^{[1
]}

Xu, Zhen-Jiang ^{[1
]}

Che, Chi-Ming ^{[1
,2
,3
]}

机构：

[1] Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, Shanghai, Peoples R China

[2] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

[3] Univ Hong Kong, State Key Lab Synthet Chem, Hong Kong, Hong Kong, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 58期

关键词：

C-H ACTIVATION; CARBONYL-COMPOUNDS; ALPHA-HYDROXYLATION; CIS-DIHYDROXYLATION; MECHANISTIC ASPECTS; HYDROGEN-PEROXIDE; ORGANIC-SYNTHESIS; DFT CALCULATIONS; IRON COMPLEXES; BOND AMINATION;

D O I：

10.1039/c4cc01631a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Chiral iron(III)-salan complexes catalysed highly enantioselective alpha-fluorination and alpha-hydroxylation of beta-keto esters and N-Boc oxindoles to give the corresponding products in high yields and good-to-excellent ee values under mild reaction conditions.

引用

页码：7870 / 7873

页数：4

共 7 条

[1] Asymmetric Chlorination of Cyclic β-Keto Esters and N-Boc Oxindoles Catalyzed by an Iron(III)-BPsalan Complex
Luo, Yong-Heng
Ping, Yuan-Ji
Li, Zong-Rui
Gu, Xin
Xu, Zhen-Jiang
Che, Chi-Ming
SYNTHESIS-STUTTGART, 2018, 50 (05): : 1105 - 1112
[2] Iron(III) triflate as a highly efficient, recyclable and green catalyst for the N-Boc protection of amines
Feng, Chengliang
Chu, Ningning
Zhang, Shuguang
Cai, Jin
Chen, Junqing
Hu, Huayou
Ji, Min
JOURNAL OF CHEMICAL RESEARCH, 2013, (12) : 757 - 760
[3] Direct enantio- and diastereoselective Mannich reactions of malonate and β-keto esters with N-Boc and N-Cbz aldimines catalysed by a bifunctional cinchonine derivative
Tillman, AL
Ye, JX
Dixon, DJ
CHEMICAL COMMUNICATIONS, 2006, (11) : 1191 - 1193
[4] Efficient enantioselective fluorination of β-keto esters/amides catalysed by diphenylamine-linked bis(thiazoline)-Cu(OTf)2 complexes
Peng, Jiahuan
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RSC ADVANCES, 2014, 4 (04): : 2061 - 2067
[5] Fast, solvent-free and highly enantioselective fluorination of β-keto esters catalyzed by chiral copper complexes in a ball mill
Wang, Yifeng
Wang, Haojiang
Jiang, Yidong
Zhang, Cheng
Shao, Juanjuan
Xu, Danqian
GREEN CHEMISTRY, 2017, 19 (07) : 1674 - 1677
[6] Highly enantioselective allylation of aromatic α-keto phosphonates catalyzed by chiral N,N'-dioxide-indium(III) complexes
Huang, Jinglun
Wang, Jing
Chen, Xiaohong
Wen, Yuehong
Liu, Xiaohua
Feng, Xiaoming
ADVANCED SYNTHESIS & CATALYSIS, 2008, 350 (02) : 287 - 294
[7] Catalytic Enantioselective Addition of Cyclic β-Keto Esters with Activated Olefins and N-Boc Imines Using Chiral C2-Symmetric Cationic Pd2+ N-Heterocyclic Carbene (NHC) Diaqua Complexes
Liu, Zhen
Shi, Min
ORGANOMETALLICS, 2010, 29 (12) : 2831 - 2834

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