Synthesis of 3-deoxy-3,3-difluoroshikimic acid and its 4-epimer from quinic acid

Shende Jiang,Gurdial Singh,Deborah J. Boam,John R. Coggins

Synthesis of 3-deoxy-3,3-difluoroshikimic acid and its 4-epimer from quinic acid

1999

Shende Jiang
Gurdial Singh
Deborah J. Boam
John R. Coggins

Abstract 3-Deoxy-3,3-difluoroshikimic acid 2 and its 4-epimer 3 as new analogues of shikimic acid have been synthesised from quinic acid in overall yields of 30% and 12%, respectively.

Keywords:

Shikimic acid
Organic chemistry
Quinic acid
Epimer
Chemistry
ATP synthase
Amino acid
Shikimate pathway
Enzyme
Stereochemistry
Hydroxymethyl

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