SYNTHESIS OF 2-BROMO-3-DEHYDROSHIKIMIC AND 2-FLUORO-3-DEHYDROSHIKIMICACIDS AND 2-BROMOSHIKIMIC AND 2-FLUOROSHIKIMIC ACIDS USING SYNTHETIC AND ENZYMATIC APPROACHES

Authors
GONZALEZBELLO C MANTHEY MK HARRIS JH HAWKINS AR COGGINS JR ABELL C
Citation
C. Gonzalezbello et al., SYNTHESIS OF 2-BROMO-3-DEHYDROSHIKIMIC AND 2-FLUORO-3-DEHYDROSHIKIMICACIDS AND 2-BROMOSHIKIMIC AND 2-FLUOROSHIKIMIC ACIDS USING SYNTHETIC AND ENZYMATIC APPROACHES, Journal of organic chemistry, 63(5), 1998, pp. 1591-1597
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
63
Issue
5
Year of publication
1998
Pages
1591 - 1597
Database
ISI
SICI code
0022-3263(1998)63:5<1591:SO2A2>2.0.ZU;2-0
Abstract
The syntheses of 2-bromo-3-dehydroshikimic acid(1) (5) and 2-bromoshik imic acid(2) (8), are described. Their formation from (2R)-2-bromo-3-d ehydroquinic acid (2) using dehydroquinase and shikimate dehydrogenase is also reported. The corresponding enzymatic formation of 2-fluoro-3 -dehydroshikimic acid(1) (6) and 2-fluoroshikimic acid(2) (9) from (2R )-2-fluoro-3-dehydroquinic acid (3) are reported.