Efficient synthesis of 3,4-and4,5-dihydroxy-2-amino-cyclohexanecarboxylic acid enantiomers

Efficient synthesis of 3,4-and4,5-dihydroxy-2-amino-cyclohexanecarboxylic acid enantiomers

An efficient method for the synthesis of (1S,2R,4R,5S)- and (1R,2R,4R,5S)-2-amino-4,5-dihydroxycyclohexanecarboxylic acids (-)-6 and (-)-9 and (1R,2R,3S,4R)- and (1S,2R,3S,4R)-2-amino- 3,4-dihydroxycyclohexanecarboxylic acids (-)-15 and (-)-18 was developed by using the OsO4-catalyzed oxidation o...

Teljes leírás

Elmentve itt :
Bibliográfiai részletek
Szerzők: Benedek Gabriella
Palkó Márta
Wéber Edit
Martinek Tamás A.
Forró Enikő
Fülöp Ferenc
Dokumentumtípus: Cikk
Megjelent: 2009
Sorozat:TETRAHEDRON-ASYMMETRY 20 No. 19
doi:10.1016/j.tetasy.2009.09.001

mtmt:1286919
Online Access:http://publicatio.bibl.u-szeged.hu/10393
Leíró adatok
Tartalmi kivonat:An efficient method for the synthesis of (1S,2R,4R,5S)- and (1R,2R,4R,5S)-2-amino-4,5-dihydroxycyclohexanecarboxylic acids (-)-6 and (-)-9 and (1R,2R,3S,4R)- and (1S,2R,3S,4R)-2-amino- 3,4-dihydroxycyclohexanecarboxylic acids (-)-15 and (-)-18 was developed by using the OsO4-catalyzed oxidation of Boc-protected (1S,2R)-2-aminocyclohex-4-enecarboxylic acid (+)-2 and (1R,2S)-2-aminocyclohex-3-ene-carboxylic acid (+)-11. Good yields were obtained. The stereochemistry of the synthesized compounds was proven by NMR spectroscopy. (C) 2009 Elsevier Ltd. All rights reserved.
Terjedelem/Fizikai jellemzők:2220-2225
ISSN:0957-4166

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