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Efficient Synthesis of Hydroxy-Substituted Cispentacin Derivatives

✍ Scribed by Gabriella Benedek; Márta Palkó; Edit Wéber; Tamás A. Martinek; Enikő Forró; Ferenc Fülöp

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
123 KB
Volume
2008
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

Starting from N‐protected cis‐ and trans‐2‐aminocyclopent‐3‐enecarboxylic acid derivatives, isomers of 2‐amino‐3‐hydroxycyclopentanecarboxylic acid (8 and 12) were prepared via oxazoline intermediates, whereas the stereoisomeric 2‐amino‐3,4‐dihydroxycyclopentanecarboxylic acids 14 and 17 were synthesized by OsO~4~‐catalyzed oxidation. The enantiomers of 8 and 14 were also prepared by the same pathway. The structures, stereochemistry and relative configurations of the synthesized compounds were proved by NMR spectroscopy. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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