Stereospecific Synthesis of Racemic cis- and trans-6-Trifluoromethylshikimic Acids

DOI: 10.1039/P19900001281

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 1281 - 1287 (1990)

Update date:2022-07-29

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Authors:

Leroy, Jacques

Fischer, Nathalie

Wakselman, Claude

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Article abstract of DOI:10.1039/P19900001281

Two 'unnatural' derivatives of shikimic acids, cis- and trans-6-trifluoromethylshikimic acid, have been synthesized in their racemic forms via the base-promoted opening of furan Diels-Alder adducts bearing a CF3 group.The relative stereochemistry of the trans-diastereoisomer has been confirmed by an X-ray analysis of its t-butyl ester.

Full text of DOI:10.1039/P19900001281

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