The absolute configuration of stereocenters is an important analytical component of structure elucidation, which is required by both synthetic organic chemists and natural product isolation scientists. The Rychnovsky group has developed the Competing Enantioselective Conversion (CEC) method to efficiently determine the stereochemistry of secondary alcohols using 1H NMR spectroscopy or thin-layer chromatography analysis of parallel esterification reactions with chiral catalysts.We report an extension of this methodology to diols. The CEC method will be demonstrated in the configuration assignment of symmetric and asymmetric diols.

Determination of absolute configuration of diols using the competing enantioselectiveconversion (CEC) method

248th National Meeting (2014)

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