Diastereoselective Formal 1,3-Dipolar Cycloaddition of Trifluoroethyl Amine-Derived Ketimines Enables the Desymmetrization of Cyclopentenediones.

1,3-dipolar cycloaddition cyclopentene-1,3-diones desymmetrization polycyclic heterocycles trifluoroethyl amine-derived ketimines

Journal

Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009

Informations de publication

Date de publication:
13 Jul 2023
Historique:
received: 23 06 2023
revised: 07 07 2023
accepted: 11 07 2023
medline: 29 7 2023
pubmed: 29 7 2023
entrez: 29 7 2023
Statut: epublish

Résumé

In this research, a metal-free diastereoselective formal 1,3-dipolar cycloaddition of

Identifiants

pubmed: 37513245
pii: molecules28145372
doi: 10.3390/molecules28145372
pmc: PMC10386021
pii:
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Subventions

Organisme : National Natural Science Foundation of China
ID : 22271027, 22171029 and 21901024
Organisme : Chengdu University
ID : 2081919035, 2081921038
Organisme : the Sichuan Science and Technology Program
ID : 2021YFS0315 and 2023NSFSC1080

Références

Angew Chem Int Ed Engl. 2017 Nov 20;56(47):15093-15097
pubmed: 28980373
J Org Chem. 2019 Sep 6;84(17):11306-11315
pubmed: 31433638
Org Lett. 2022 Jun 10;24(22):4052-4057
pubmed: 35622347
Angew Chem Int Ed Engl. 2020 Apr 27;59(18):6964-6974
pubmed: 31550067
Chem Soc Rev. 2012 Dec 7;41(23):7803-31
pubmed: 23007376
Antivir Ther. 2012;17(7):1211-21
pubmed: 22954756
Angew Chem Int Ed Engl. 2017 Feb 20;56(9):2454-2458
pubmed: 28111889
Chem Commun (Camb). 2015 May 25;51(42):8789-92
pubmed: 25915470
Chem Asian J. 2020 Apr 17;15(8):1225-1233
pubmed: 32103615
Chem Commun (Camb). 2011 Nov 14;47(42):11683-5
pubmed: 21952412
J Am Chem Soc. 2021 Mar 24;143(11):4179-4186
pubmed: 33724023
J Am Chem Soc. 2012 Oct 17;134(41):17023-6
pubmed: 23020516
J Am Chem Soc. 2011 Nov 23;133(46):18534-7
pubmed: 22044311
J Am Chem Soc. 2016 Jun 22;138(24):7524-7
pubmed: 27286229
Chem Sci. 2021 Sep 20;12(41):13737-13743
pubmed: 34760158
Acta Pharmacol Sin. 2012 Aug;33(8):1013-22
pubmed: 22842733
Chem Soc Rev. 2021 Jan 7;50(1):658-666
pubmed: 33283801
Org Lett. 2015 Oct 16;17(20):5088-91
pubmed: 26439369
Chem Commun (Camb). 2016 Nov 29;52(97):14011-14014
pubmed: 27853768
Org Lett. 2021 Nov 5;23(21):8600-8605
pubmed: 34672632
J Org Chem. 2018 Nov 16;83(22):14102-14109
pubmed: 30376322
Org Lett. 2019 Nov 1;21(21):8582-8586
pubmed: 31618034
Chem Rev. 2016 Jun 22;116(12):7330-96
pubmed: 27251100
J Am Chem Soc. 2013 Jul 31;135(30):10994-7
pubmed: 23855917
Org Lett. 2021 Dec 17;23(24):9548-9553
pubmed: 34855406
J Org Chem. 2017 Dec 1;82(23):12763-12770
pubmed: 29020451
Chem Soc Rev. 2016 Oct 21;45(20):5474-5540
pubmed: 27347567
Org Lett. 2019 Dec 20;21(24):10115-10119
pubmed: 31804838
J Thorac Oncol. 2012 Jan;7(1):219-26
pubmed: 22011666
Chem Commun (Camb). 2022 Feb 10;58(13):2188-2191
pubmed: 35067690
Org Lett. 2015 Nov 6;17(21):5440-3
pubmed: 26503364
Org Lett. 2018 Jun 15;20(12):3482-3486
pubmed: 29846076
Chem Rev. 2005 Jan;105(1):313-54
pubmed: 15720156
Org Lett. 2018 Apr 20;20(8):2249-2252
pubmed: 29583010
Angew Chem Int Ed Engl. 2015 Jul 20;54(30):8805-8
pubmed: 26060986
Org Lett. 2022 Apr 1;24(12):2359-2364
pubmed: 35322664
Chem Pharm Bull (Tokyo). 2008 Aug;56(8):1110-7
pubmed: 18670111
Org Lett. 2022 Jul 1;24(25):4603-4608
pubmed: 35704767

Auteurs

Lin-Qiang Li (LQ)

Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China.
School of Pharmacy, Zunyi Medical University, Zunyi 563000, China.
National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.

Jian-Qiang Zhao (JQ)

Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China.

Yan-Ping Zhang (YP)

Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China.

Yong You (Y)

Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China.

Zhen-Hua Wang (ZH)

Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China.

Zhen-Zhen Ge (ZZ)

National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.

Ming-Qiang Zhou (MQ)

School of Pharmacy, Zunyi Medical University, Zunyi 563000, China.
National Engineering Research Center of Chiral Drugs, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China.

Wei-Cheng Yuan (WC)

Innovation Research Center of Chiral Drugs, Institute for Advanced Study, Chengdu University, Chengdu 610106, China.
School of Pharmacy, Zunyi Medical University, Zunyi 563000, China.

Classifications MeSH