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Synthesis and reactivity of enediynyl amino acids and peptides: a novel concept in lowering the activation energy of Bergman cyclisation by H-bonding and electrostatic interactions
Journal article   Peer reviewed

Synthesis and reactivity of enediynyl amino acids and peptides: a novel concept in lowering the activation energy of Bergman cyclisation by H-bonding and electrostatic interactions

Amit Basak, Subhendu Sekhar Bag and Hussam M M Bdour
Chemical communications (Cambridge, England), Vol.9(20), pp.2614-2615
21/10/2003
DOI: https://doi.org/10.1039/b308976m
PMID: 14594307

Abstract

Alkenes - chemistry Alkynes - chemistry Amino Acids - chemical synthesis Amino Acids - chemistry Calorimetry, Differential Scanning Cyclization Hydrogen Bonding Models, Molecular Nuclear Magnetic Resonance, Biomolecular - methods Oligopeptides - chemical synthesis Oligopeptides - chemistry Static Electricity Thermodynamics
Novel enediynyl amino acids and peptides 3 and 5-8 were synthesized and their thermal reactivity towards Bergman cyclization studied and compared with the earlier reported amino acid 4, which demonstrated, for the first time, the effect of H-bonding and electrostatic interactions in lowering the activation energy of Bergman cyclization.

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