@article{MTMT:1286919, title = {Efficient synthesis of 3,4-and4,5-dihydroxy-2-amino-cyclohexanecarboxylic acid enantiomers}, url = {https://m2.mtmt.hu/api/publication/1286919}, author = {Benedek, G and Palkó, Márta and Wéber, Edit and Martinek, Tamás and Forró, Enikő and Fülöp, Ferenc}, doi = {10.1016/j.tetasy.2009.09.001}, journal-iso = {TETRAHEDRON ASYMMETR}, journal = {TETRAHEDRON-ASYMMETRY}, volume = {20}, unique-id = {1286919}, issn = {0957-4166}, abstract = {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.}, year = {2009}, eissn = {1362-511X}, pages = {2220-2225}, orcid-numbers = {Palkó, Márta/0000-0002-8265-7377; Wéber, Edit/0000-0002-5904-0619; Martinek, Tamás/0000-0003-3168-8066; Forró, Enikő/0000-0001-6796-3889; Fülöp, Ferenc/0000-0003-1066-5287} }