DFT/NMR integrated approach: a valid support to the total synthesis of chiral molecules

Magn Reson Chem. 2008 Oct;46(10):962-8. doi: 10.1002/mrc.2288.

Abstract

The analysis of the configuration of kedarcidin chromophore and palau'amine through quantum chemical calculation of Js and chemical shifts suggests a fast and convenient quantum chemical approach that can be applied prior to proceeding to the total synthesis of complex natural compounds in order to avoid loss of time and resources employed in the total synthesis of wrong diastereoisomers.

MeSH terms

  • Computer Simulation
  • Cycloparaffins / analysis*
  • Cycloparaffins / chemical synthesis*
  • Enediynes / analysis*
  • Enediynes / chemical synthesis*
  • Guanidines / analysis*
  • Guanidines / chemical synthesis*
  • Magnetic Resonance Spectroscopy / methods*
  • Magnetic Resonance Spectroscopy / standards
  • Models, Chemical*
  • Molecular Conformation
  • Naphthalenes / analysis*
  • Naphthalenes / chemical synthesis*
  • Quantum Theory
  • Reference Standards
  • Sensitivity and Specificity
  • Spiro Compounds / analysis*
  • Spiro Compounds / chemical synthesis*
  • Stereoisomerism

Substances

  • Cycloparaffins
  • Enediynes
  • Guanidines
  • Naphthalenes
  • Spiro Compounds
  • kedarcidin chromophore
  • palau'amine