A short highly stereoselective synthesis of the fluorinated natural product (2S,3S)-4-fluorothreonine

A three step stereoselective route to the fluorinated natural product (2S,3S)-4-fluorothreonine is described; the route is amenable to the preparation of (2S,3S)-4-fluoro[3-H-2]threonine and (2S,3R)-[4,4,4-H-2(3)] threonine.

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Bibliographic Details
Published inChemical communications (Cambridge, England) no. 15; pp. 1471 - 1472
Main Authors Amin, MR, Harper, DB, Moloney, JM, Murphy, CD, Howard, JAK, OHagan, D
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 1997
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ENANTIOSELECTIVE SYNTHESIS
ACIDS
BIOSYNTHESIS
STREPTOMYCES-CATTLEYA
ALDEHYDES
DERIVATIVES
THREONINE
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Summary:A three step stereoselective route to the fluorinated natural product (2S,3S)-4-fluorothreonine is described; the route is amenable to the preparation of (2S,3S)-4-fluoro[3-H-2]threonine and (2S,3R)-[4,4,4-H-2(3)] threonine.
ISSN:1359-7345
1364-548X
DOI:10.1039/a703121a