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A Short Synthesis of Azasugars via Aldol Reaction of Chelated Amino Acid Ester Enolates

✍ Scribed by Roland Grandel; Uli Kazmaier

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
528 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

Aldol reaetionsof chelatedamino acid esterenolateswith chiral aldehydesgives rise to polyhydroxylated aminoacidain a highlystereoaelective fmhion.Theaeoxygenated aminoacidscanbe convertedinto polyhydroxylatedpipecolinicacids and azaaugarsby cyclizationusingthe Mitaunobu reaction.A interesting epimerization wasobserved duringthecyclization.@ 1997 Elsevier scienceLtd.

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