Synthesis and application of a recyclable ionic liquid-supported imidazolidinone catalyst in enantioselective 1,3-dipolar cycloaddition

被引：37

作者：

Shen, Zhi-Liang ^{[1
]}

Goh, Kau Kiat Kelvin ^{[1
]}

Wong, Colin Hong An ^{[1
]}

Loo, Wan-Yi ^{[1
]}

Yang, Yong-Sheng ^{[1
]}

Lu, Jun ^{[1
]}

Loh, Teck-Peng ^{[1
]}

机构：

[1] Nanyang Technol Univ, Div Chem & Biol Chem, Sch Phys & Math Sci, Singapore 637371, Singapore

来源：

CHEMICAL COMMUNICATIONS | 2012年 / 48卷 / 47期

关键词：

DIELS-ALDER REACTION; ORGANIC CATALYSIS; ASYMMETRIC ALDOL; INDIUM(III) COMPLEXES; MICHAEL ADDITION; ALDEHYDES; NITRONES; ORGANOCATALYSTS; EFFICIENT; STRATEGIES;

D O I：

10.1039/c2cc31830j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The synthesis of recyclable ionic liquid-supported imidazolidinone catalyst I and its application in 1,3-dipolar cycloaddition of nitrone with alpha, beta-unsaturated aldehyde with high performance were described. Most importantly, the catalyst I can be recovered and recycled for up to five runs without observing significant decrease in catalytic activity.

引用

页码：5856 / 5858

页数：3

共 50 条

[31] Synthesis of some new isoxazolidines by 1,3-dipolar cycloaddition reaction of nitrones and olefins
Mobinikhaledi, A
Foroughifar, N
Kalate, Z
TURKISH JOURNAL OF CHEMISTRY, 2005, 29 (02) : 147 - 152
[32] Direct synthesis of pyrroles via 1,3-dipolar cycloaddition of azomethine ylides with ynones
Wang, Zheng
Shi, Ying
Luo, Xiaoyan
Han, De-Man
Deng, Wei-Ping
NEW JOURNAL OF CHEMISTRY, 2013, 37 (06) : 1742 - 1745
[33] Asymmetric Synthesis of α-Trifluoromethyl Pyrrolidines through Organocatalyzed 1,3-Dipolar Cycloaddition Reaction
Dong, Zhenghao
Zhu, Yuanyuan
Li, Boyu
Wang, Cui
Yan, Wenjin
Wang, Kairong
Wang, Rui
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (07) : 3482 - 3490
[34] Highly regioselective synthesis of glycospiro heterocycles through 1,3-dipolar cycloaddition reaction
Prasanna, R.
Purushothaman, S.
Raghunathan, R.
TETRAHEDRON LETTERS, 2010, 51 (34) : 4538 - 4542
[35] Enantioselective 1,3-Dipolar Cycloaddition Reactions of C-Carboxy Ketonitrones and Enals with MacMillan Catalysts: Evidence of a Nonconcerted Mechanism
Ben Ayed, Kawther
Laurent, Mathieu Y.
Martel, Arnaud
Selim, Khalid B.
Abid, Souhir
Dujardin, Gilles
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (45) : 6763 - 6774
[36] Catalytic Enantioselective 1,3-Dipolar Cycloaddition of C,N-Cyclic Azomethine Imines with α,β-Unsaturated Aldehydes
Hashimoto, Takuya
Maeda, Yuko
Omote, Masato
Nakatsu, Hiroki
Maruoka, Keiji
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (12) : 4076 - +
[37] Synthesis of novel spirofused spiropyrrolidine 1,3-indanedione derivatives via 1,3-dipolar cycloaddition reactions
Ghandi, Mehdi
Kenari, Marziyeh Eshaghi
Abbasi, Alireza
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2020, 17 (03) : 567 - 576
[38] Diastereo- and Enantioselective Synthesis of Highly Functionalized Tetrahydropyridines by Recyclable Novel Bifunctional C2-Symmetric Ionic Liquid-Supported (S)-Proline Organocatalyst
Davanagere, Prabhakara Madivalappa
De, Mrinmoy
Chanda, Kaushik
Maiti, Barnali
CATALYSTS, 2023, 13 (01)
[39] Synthesis of iminosugars via 1,3-dipolar cycloaddition reactions of nitrones to α,β-unsaturated sugar aldonolactones
Stecko, Sebastian
Jurczak, Margarita
Panfil, Irma
Furman, Bartlomiej
Grzeszczyk, Barbara
Chmielewski, Marek
COMPTES RENDUS CHIMIE, 2011, 14 (01) : 102 - 125
[40] Efficient and Stereoselective Synthesis of Azasugar Derivatives Based on Microwave Assisted 1,3-Dipolar Cycloaddition
Li Xiao-Liu
Zhang Hong-Bo
Zhu Zheng-Gang
Chen Hua
Duan Ke-Fang
Zhang Ping-Zhu
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2010, 31 (09): : 1791 - 1797

← 1 2 3 4 5 →