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Literature DB >> 21250704

Diastereoselective synthesis of diketopiperazine bis-α,β-epoxides.

Shin Ando¹, Amy L Grote, Kazunori Koide.

Abstract

Functionalized diketopiperazines (dioxopiperazines) are an important class of molecules in medicinal chemistry and material science. Herein we report a diastereoselective synthesis of diketopiperazine bis-α,β-epoxides via the oxidation of exocyclic olefins. Although six diastereomers may be formed by this approach, only one or two of them were observed.

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Year: 2011 PMID： 21250704 PMCID： PMC3096722 DOI： 10.1021/jo102096d

Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354

19 in total

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Authors: Justin Kim; Mohammad Movassaghi
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1. 2,5-Diketopiperazine Derivatives as Potential Anti-Influenza (H5N2) Agents: Synthesis, Biological Evaluation, and Molecular Docking Study.

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Journal: Molecules Date: 2022-06-29 Impact factor: 4.927

1 in total

Diastereoselective synthesis of diketopiperazine bis-α,β-epoxides.

Review 1. Exploring privileged structures: the combinatorial synthesis of cyclic peptides.

2. General approach to epipolythiodiketopiperazine alkaloids: total synthesis of (+)-chaetocins A and C and (+)-12,12'-dideoxychetracin A.

3. MPC1001, a new antitumor antibiotic produced by Cladorrhinum sp.

4. Synthesis of structurally diverse bis-peptide oligomers.

5. Synthesis of saframycins. II. Preparations and reactions of N-methyl-2,5-piperazinediones.

6. A total synthesis of dehydrogliotoxin.

7. Bionectins A-C, epidithiodioxopiperazines with anti-MRSA activity, from Bionectra byssicola F120.

8. Total synthesis of (+)-chaetocin and its analogues: their histone methyltransferase G9a inhibitory activity.

9. Total synthesis of (+)-11,11'-dideoxyverticillin A.

10. Construction of epidithiodioxopiperazines by directed oxidation of hydroxyproline-derived dioxopiperazines.

1. 2,5-Diketopiperazine Derivatives as Potential Anti-Influenza (H5N2) Agents: Synthesis, Biological Evaluation, and Molecular Docking Study.