Stereoselective synthesis of highly functionalized (Z)-chloroalkene dipeptide isosteres containing an α,α-disubstituted amino acid-Reference-Cited by-同舟云学术

Stereoselective synthesis of highly functionalized (Z)-chloroalkene dipeptide isosteres containing an α,α-disubstituted amino acid

Published:2021 Issue:56 Volume:57 Page:6915-6918
ISSN:1359-7345
Container-title:Chemical Communications
language:en
Short-container-title:Chem. Commun.

Author:

Kodama Yuki¹²³⁴⁵,Imai Saki⁶⁷²³⁴,Fujimoto Junko⁸⁹²⁵¹⁰,Sato Kohei¹²³⁴⁵^ORCID,Mase Nobuyuki¹²³⁴⁵^ORCID,Narumi Tetsuo¹²³⁴⁵^ORCID

Affiliation:

1. Graduate School of Science and Technology

2. Shizuoka University

3. 3-5-1 Johoku

4. Hamamatsu

5. Shizuoka

6. Course of Applied Chemistry and Biochemical Engineering

7. Department of Engineering, Graduate School of Integrated Science and Technology

8. Department of Applied Chemistry and Biochemical Engineering

9. Faculty of Engineering

10. Japan

Abstract

Stereoselective synthesis of (Z)-chloroalkene dipeptide isosteres containing an α,α-disubstituted amino acid was realized from structurally unique tetra-substituted spirocyclic aziridines.

Funder

Japan Society for the Promotion of Science

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/2021/CC/D1CC02952E

Reference35 articles.

1. Peptide-Like Molecules (PLMs): A Journey from Peptide Bond Isosteres to Gramicidin S Mimetics and Mitochondrial Targeting Agents

2. An Evaluation of Peptide-Bond Isosteres

3. Preparation of protected trans-olefinic dipeptide isosteres

4. E-Olefin Dipeptide Isostere Incorporation into a Polypeptide Backbone Enables Hydrogen Bond Perturbation: Probing the Requirements for Alzheimer's Amyloidogenesis

5. A novel one-pot reaction involving organocopper-mediated reduction/transmetalation/asymmetric alkylation, leading to the diastereoselective synthesis of functionalized (Z)-fluoroalkene dipeptide isosteres

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