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Arene cis-dihydrodiols—useful precursors for the preparation of antimetabolites of the shikimic acid pathway: application to the synthesis of 6,6-difluoroshikimic acid and (6S)-6-fluoroshikimic acid
- Source :
-
Tetrahedron . May2006, Vol. 62 Issue 21, p5099-5108. 10p. - Publication Year :
- 2006
-
Abstract
- Abstract: The synthesis of 6,6-difluoroshikimic acid ( 11 ) has been achieved in ten steps from the enantiopure diol 16 , which is derived from enzymatic cis-dihydroxylation of iodobenzene. The versatility of the synthetic strategy has been demonstrated by the preparation of the known antimicrobial agent, (6S)-6-fluoroshikimic acid ( 5 ). [Copyright &y& Elsevier]
- Subjects :
- *ANTIMITOTIC agents
*ANTI-infective agents
*ENZYME inhibitors
*CHEMICAL reactions
Subjects
Details
- Language :
- English
- ISSN :
- 00404020
- Volume :
- 62
- Issue :
- 21
- Database :
- Academic Search Index
- Journal :
- Tetrahedron
- Publication Type :
- Academic Journal
- Accession number :
- 20551081
- Full Text :
- https://doi.org/10.1016/j.tet.2006.03.029