Synthesis of 2-bromo- and 2-fluoro-3-dehydroshikimic acids and 2-bromo- and 2-fluoroshikimic acids using synthetic and enzymatic approaches

被引：18

作者：

González-Bello, C

Manthey, MK

Harris, JH

Hawkins, AR

Coggins, JR

Abell, C

机构：

[1] Univ Cambridge, Chem Lab, Cambridge Ctr Mol Recognit, Cambridge CB2 1EW, England

[2] Newcastle Univ, Dept Biochem & Genet, Newcastle Upon Tyne NE2 4HH, Tyne & Wear, England

[3] Univ Glasgow, Dept Biochem, Glasgow G12 8QQ, Lanark, Scotland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 63卷 / 05期

关键词：

D O I：

10.1021/jo971858i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The syntheses of 2-bromo-3-dehydroshikimic acid(1) (5) and 2-bromoshikimic acid(2) (8), are described. Their formation from (2R)-2-bromo-3-dehydroquinic 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.

引用

页码：1591 / 1597

页数：7

共 28 条

[1] SYNTHESIS OF 2-HYDROXYQUINIC AND 2-HYDROXYEPIQUINIC ACIDS FROM SHIKIMIC ACID [J].