Enantioselective construction of quaternary stereocenters <i>via</i> organocatalytic arylation of isoxazolin-5-ones with <i>o</i>-quinone diimides-Reference-Cited by-同舟云学术

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Enantioselective construction of quaternary stereocenters via organocatalytic arylation of isoxazolin-5-ones with o-quinone diimides

Published:2023 Issue:24 Volume:10 Page:6081-6086
ISSN:2052-4129
Container-title:Organic Chemistry Frontiers
language:en
Short-container-title:Org. Chem. Front.

Author:

Torán Ricardo¹^ORCID,Portillo Eduardo¹,Sanz-Marco Amparo¹^ORCID,Vila Carlos¹^ORCID,Blay Gonzalo¹^ORCID

Affiliation:

1. Departament de Química Orgànica-Facultat de Química, Universitat de València, C/Dr. Moliner 50, 46100-Burjassot, València, Spain

Abstract

A bifunctional squaramide catalyzes the enantioselective arylation of isoxazolin-5-ones with o-quinone diimides (o-QDIs) to give isoxazolin-5-ones featuring an arylated quaternary stereocenter in high yields and excellent enantioselectivities.

Funder

Agencia Estatal de Investigación

Conselleria de Innovación, Universidades, Ciencia y Sociedad Digital, Generalitat Valenciana

Universitat de València

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/QO/D3QO01600E

Reference61 articles.

1. Isoxazolidine-3,5-diones as lens aldose reductase inhibitors

2. Studies on uricosuric diuretics. 4. Three-dimensional structure-activity relationships and receptor mapping of (aryloxy)acetic acid diuretics

3. Indole Alkaloids of Haplophyton crooksii

4. Catalytic Enantioselective Synthesis of a 3-Aryl-3-benzyloxindole (=3-Aryl-3-benzyl-1,3-dihydro-2H-indol-2-one) Exhibiting Antitumor Activity

5. Enantioselective Formation of Quaternary Centers by Allylic Alkylation with First-Row Transition-Metal Catalysts

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