Efficient synthesis of hydroxy-substituted cispentacin derivatives
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 synthes...
Elmentve itt :
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Dokumentumtípus: | Cikk |
Megjelent: |
Wiley
2008
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Sorozat: | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
2008 No. 21 |
doi: | 10.1002/ejoc.200800345 |
mtmt: | 1128281 |
Online Access: | http://publicatio.bibl.u-szeged.hu/10394 |
Tartalmi kivonat: | 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 OsO4-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. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008). |
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Terjedelem/Fizikai jellemzők: | 3724-3730 |
ISSN: | 1434-193X |