Total synthesis of complex 2,5-diketopiperazine alkaloids
Katherine L Walker1, Richard P Loach1, Mohammad Movassaghi1
1Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA, United States.
Abstract:
The 2,5-diketopiperazine (DKP) motif is present in many biologically relevant, complex natural products. The cyclodipeptide substructure offers structural rigidity and stability to proteolysis that makes these compounds promising candidates for medical applications. Due to their fascinating molecular architecture, synthetic organic chemists have focused significant effort on the total synthesis of these compounds. This review covers many such efforts on the total synthesis of DKP containing complex alkaloid natural products.
More Related Videos
11:44Synthesis and Structure Determination of µ-Conotoxin PIIIA Isomers with Different Disulfide Connectivities
Published on: October 2, 2018
14:11Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Related Concept Videos
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Five-Membered Heterocyclic Aromatic Compounds: Overview
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Ziegler–Natta Chain-Growth Polymerization: Overview
