Synthesis of mono- and dihydroxy-substituted 2-amino-cyclooctanecarboxylic acid enantiomers
(1R,2S,6R)-2-Amino-6-hydroxycyclooctanecarboxylic acid (-)-10 was synthesized from (1R,2S)-2-aminocyclooct-5-enecarboxylic acid (+)-2 via an iodolactone intermediate, while (1R,2S,3R,4S)-2-amino-5,6-dihydroxycyclooctanecarboxylic acid (-)-12 was prepared by using the OsO4-catalysed oxidation of Boc-...
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| Dokumentumtípus: | Cikk |
| Megjelent: |
2010
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| Sorozat: | TETRAHEDRON-ASYMMETRY
21 No. 8 |
| doi: | 10.1016/j.tetasy.2010.05.003 |
| mtmt: | 1362104 |
| Online Access: | http://publicatio.bibl.u-szeged.hu/10391 |
| LEADER | 01524nab a2200277 i 4500 | ||
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| 024 | 7 | |a 10.1016/j.tetasy.2010.05.003 |2 doi | |
| 024 | 7 | |a 1362104 |2 mtmt | |
| 040 | |a SZTE Publicatio Repozitórium |b hun | ||
| 041 | |a zxx | ||
| 100 | 1 | |a Palkó Márta | |
| 245 | 1 | 0 | |a Synthesis of mono- and dihydroxy-substituted 2-amino-cyclooctanecarboxylic acid enantiomers |h [elektronikus dokumentum] / |c Palkó Márta |
| 260 | |c 2010 | ||
| 300 | |a 957-961 | ||
| 490 | 0 | |a TETRAHEDRON-ASYMMETRY |v 21 No. 8 | |
| 520 | 3 | |a (1R,2S,6R)-2-Amino-6-hydroxycyclooctanecarboxylic acid (-)-10 was synthesized from (1R,2S)-2-aminocyclooct-5-enecarboxylic acid (+)-2 via an iodolactone intermediate, while (1R,2S,3R,4S)-2-amino-5,6-dihydroxycyclooctanecarboxylic acid (-)-12 was prepared by using the OsO4-catalysed oxidation of Boc-protected amino ester (-)-5. The stereochemistry and relative configurations of the synthesized compounds were determined by 1D and 2D NMR spectroscopy (based on 2D NOE cross-peaks and (3)J(H,H) coupling constants) and X-ray crystallography. (C) 2010 Elsevier Ltd. All rights reserved. | |
| 700 | 0 | 1 | |a Benedek Gabriella |e aut |
| 700 | 0 | 1 | |a Forró Enikő |e aut |
| 700 | 0 | 1 | |a Wéber Edit |e aut |
| 700 | 0 | 1 | |a Hänninen Mikko M. |e aut |
| 700 | 0 | 1 | |a Sillanpää Reijo |e aut |
| 700 | 0 | 1 | |a Fülöp Ferenc |e aut |
| 856 | 4 | 0 | |u http://publicatio.bibl.u-szeged.hu/10391/1/1_s2.0_S0957416610003101_main_u.pdf |z Dokumentum-elérés |