ORGANIC SPECTROSCOPY INTERNATIONAL: Interpretation of methylene-proton NMR signals of 1,3-dimethyl-substituted alkyl chains

Unraveling the unknown: Interpretation of methylene-proton NMR signals of 1,3-dimethyl-substituted alkyl chains allows for the assignment of the relative ...

Assignment of Relative Configuration of Desoxypropionates by ¹H NMR Spectroscopy: Method Development, Proof of Principle by Asymmetric Total Synthesis of Xylarinic Acid A and Applications (pages 7071–7081)

Dr. Yvonne Schmidt, Dipl.-Chem. Konrad Lehr, Lucie Colas and Prof. Dr. Bernhard Breit

Article first published online: 27 APR 2012 | DOI: 10.1002/chem.201103988

Unraveling the unknown: Interpretation of methylene-proton NMR signals of 1,3-dimethyl-substituted alkyl chains allows for the assignment of the relative configuration of the two adjacent stereogenic centers (see figure). The new method is applicable in various NMR solvents and general trends and rules for assignment are shown. Natural products with unknown configuration can be assigned by using the information gained from already published spectra.

Corrected by:

Corrigendum: Corrigendum: Assignment of Relative Configuration of Desoxypropionates by 1H NMR Spectroscopy: Method Development, Proof of Principle by Asymmetric Total Synthesis of Xylarinic Acid A and Applications