Literature DB >> 30431219

The Catalytic Enantioselective Ugi Four-Component Reactions.

Shabnam Shaabani1, Alexander Dömling1.   

Abstract

Finally stereoselective: Enantioselective variations have been developed for many multicomponent reactions; however, it has been missing for the Ugi four-component reaction. This has now changed with the discovery of an efficient catalytic enantioselective variant for the four-component reaction of isocyanides, primary amines, aldehydes or ketones, and carboxylic acids.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Ugi reaction; asymmetric catalysis; enantioselective synthesis; isocyanides; multicomponent reactions

Mesh：

Substances：

Year:  2018        PMID： 30431219      PMCID： PMC6346735          DOI： 10.1002/anie.201811129

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  12 in total

1.  Multicomponent Reactions with Isocyanides.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-09-15       Impact factor: 15.336

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Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

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Journal:  ChemMedChem       Date:  2011-09-27       Impact factor: 3.466

4.  Stereochemical control of the Passerini reaction.

Authors:  Peter R Andreana; Chang C Liu; Stuart L Schreiber
Journal:  Org Lett       Date:  2004-11-11       Impact factor: 6.005

5.  Catalytic enantioselective Passerini three-component reaction.

Authors:  Shi-Xin Wang; Mei-Xiang Wang; De-Xian Wang; Jieping Zhu
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

6.  Still Unconquered: Enantioselective Passerini and Ugi Multicomponent Reactions.

Authors:  Qian Wang; De-Xian Wang; Mei-Xiang Wang; Jieping Zhu
Journal:  Acc Chem Res       Date:  2018-04-30       Impact factor: 22.384

7.  Massive parallel catalyst screening: toward asymmetric MCRs.

Authors:  Ulrike Kusebauch; Barbara Beck; Kim Messer; Eberhardt Herdtweck; Alexander Dömling
Journal:  Org Lett       Date:  2003-10-30       Impact factor: 6.005

Review 8.  Isocyanide-based multicomponent reactions in drug discovery.

Authors:  Irini Akritopoulou-Zanze
Journal:  Curr Opin Chem Biol       Date:  2008-03-14       Impact factor: 8.822

9.  Enabling large-scale design, synthesis and validation of small molecule protein-protein antagonists.

Authors:  David Koes; Kareem Khoury; Yijun Huang; Wei Wang; Michal Bista; Grzegorz M Popowicz; Siglinde Wolf; Tad A Holak; Alexander Dömling; Carlos J Camacho
Journal:  PLoS One       Date:  2012-03-12       Impact factor: 3.240

10.  Multicomponent reactions provide key molecules for secret communication.

Authors:  Andreas C Boukis; Kevin Reiter; Maximiliane Frölich; Dennis Hofheinz; Michael A R Meier
Journal:  Nat Commun       Date:  2018-04-12       Impact factor: 14.919
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  6 in total

1.  A methanol and protic ionic liquid Ugi multicomponent reaction path to cytotoxic α-phenylacetamido amides.

Authors:  Ahmed Al Otaibi; Fiona M Deane; Cecilia C Russell; Lacey Hizartzidis; Siobhann N McCluskey; Jennette A Sakoff; Adam McCluskey
Journal:  RSC Adv       Date:  2019-03-08       Impact factor: 4.036

Review 2.  Two decades of recent advances of Ugi reactions: synthetic and pharmaceutical applications.

Authors:  Manar Ahmed Fouad; Hamida Abdel-Hamid; Mohammed Salah Ayoup
Journal:  RSC Adv       Date:  2020-11-23       Impact factor: 4.036

3.  1,3,4-Oxadiazoles by Ugi-Tetrazole and Huisgen Reaction.

Authors:  Qian Wang; Kumchok C Mgimpatsang; Markella Konstantinidou; Svitlana V Shishkina; Alexander Dömling
Journal:  Org Lett       Date:  2019-09-03       Impact factor: 6.005

4.  Structure-Acid Lability Relationship of N-Alkylated α,α-Dialkylglycine Obtained via a Ugi Multicomponent Reaction.

Authors:  Iván Ramos-Tomillero; Marisa K Sánchez; Hortensia Rodríguez; Fernando Albericio
Journal:  Molecules       Date:  2021-01-02       Impact factor: 4.411

5.  Access to N-unprotected 2-amide-substituted indoles from Ugi adducts via palladium-catalyzed intramolecular cyclization of o-iodoanilines bearing furan rings.

Authors:  Hui Peng; Kai Jiang; Guangjin Zhen; Furong Wang; Biaolin Yin
Journal:  RSC Adv       Date:  2020-03-23       Impact factor: 3.361

6.  Expeditious Total Synthesis of Hemiasterlin through a Convergent Multicomponent Strategy and Its Use in Targeted Cancer Therapeutics.

Authors:  Jiraborrirak Charoenpattarapreeda; Stephen J Walsh; Jason S Carroll; David R Spring
Journal:  Angew Chem Int Ed Engl       Date:  2020-10-12       Impact factor: 15.336
  6 in total

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