Assignment of absolute configurations of highly flexible linear diterpenes from the brown alga Bifurcaria bifurcata by VCD spectroscopy.

Chem Commun (Camb)

School of Chemistry, National University of Ireland Galway, University Road, Galway, Ireland and Marine Natural Products Chemistry, GEOMAR Helmholtz Centre for Ocean Research, Am Kiel-Kanal 44, 24106 Kiel, Germany.

Published: November 2015

AI Article Synopsis

  • The paper discusses the difficulty in correctly identifying the stereogenic centers in flexible linear diterpenes (LDs).
  • It introduces the use of VCD (Vibrational Circular Dichroism) spectroscopy as a new method for determining the absolute configuration of LDs sourced from algae.
  • The authors outline experimental and computational strategies, including a fragmentation approach, to improve the application of VCD spectroscopy in this field.

Article Abstract

Correct assignment of the stereogenic centers of highly flexible linear diterpenes (LDs) is challenging. Herein we report the first application of VCD spectroscopy for the absolute configuration determination of LDs of algal origin and provide experimental and computational procedures, such as a fragmentation approach, which will facilitate the use of VCD spectroscopy for configuration assignments of LDs.

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http://dx.doi.org/10.1039/c5cc05659dDOI Listing

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