Highly diastereo- and enantioselective C2 addition of 5<i>H</i>-oxazol-4-ones to γ-keto-α,β-unsaturated esters-Reference-Cited by-同舟云学术

Highly diastereo- and enantioselective C2 addition of 5H-oxazol-4-ones to γ-keto-α,β-unsaturated esters

Published:2023 Issue:24 Volume:59 Page:3606-3609
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Lin Li¹^ORCID,Wang Mei¹,Zhou Jiawei¹,Li Fei¹,Liu Huiyun¹

Affiliation:

1. Key Laboratory of Preclinical Study for New Drugs of Gansu Province, Research Unit of Peptide Science, Chinese Academy of Medical Sciences, 2019RU066, Institute of Biochemistry and Molecular Biology, School of Basic Medical Sciences, Lanzhou University, Lanzhou, 730000, P. R. China

Abstract

The novel direct C2-addition of azlactones to γ-keto-α,β-unsaturated esters was achieved with excellent stereoselectivities, and revealed an unusual π–π interaction effect between the substrate and catalyst.

Funder

Lanzhou Science and Technology Bureau

Natural Science Foundation of Gansu Province

National Natural Science Foundation of China

Fundamental Research Funds for the Central Universities

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,Metals and Alloys,Surfaces, Coatings and Films,General Chemistry,Ceramics and Composites,Electronic, Optical and Magnetic Materials,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2023/CC/D3CC00554B

Reference47 articles.

1. Stereoselective syntheses of quaternary substituted α-amino acids using oxazol-5-(4H)-ones

2. Polyfluoroarylation of oxazolones: access to non-natural fluorinated amino acids

3. The diverse chemistry of oxazol-5-(4H)-ones

4. Oxazolones in Organocatalysis, New Tricks for an Old Reagent

5. Azlactone Reaction Developments

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