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July 1, 1963Journal of the American Chemical Society

A Stereospecific Synthesis of dl-Quinic Acid

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Authors

ESEdward E. SmissmanUniversity of HelsinkiMOMichael A. OxmanNational Institutes of Health

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Implication

Chemical synthesis reveals a stereospecific route to dl-quinic acid, indicating a controlled strategy for assembling functionalized cyclohexanecarboxylic acids.

Key Points

  • Establish a stereospecific chemical pathway for the total synthesis of racemic dl-quinic acid.
  • Designed a multistep organic synthesis sequence to construct the polyhydroxylated cyclohexane core of quinic acid with defined relative stereochemistry.
  • Completed the stereospecific chemical synthesis of dl-quinic acid from acyclic and cyclic precursors.

Cite This Study

Smissman et al. (1963) studied this question.

synapsesocial.com/papers/6a94ca278ce716a7e9fa5181https://doi.org/10.1021/ja00897a046
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