2015
DOI: 10.1002/ejoc.201403532
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From Amino Acids to Fluorine‐Containing Carbohydrates: De Novo Synthesis of 2‐Amino‐4‐Fluoroxylose and ‐lyxose

Abstract: Fluorine‐containing amino sugars are highly interesting synthetic targets owing to their promising applications in medicinal chemistry. However, only a few concise approaches for their preparation are described. Herein, we wish to report on a titanium‐mediated aldol addition strategy for the preparation of 2‐amino‐2,4‐dideoxy‐4‐fluoropentoses. Our earlier reports on the application of serine‐ and threonine‐derived aldehydes in this reaction are now complemented by the corresponding cysteine analogues. Furtherm… Show more

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