Methyl-substituted trans-1,2-cyclohexanediamines as new ligands for oxaliplatin-type complexes
- Author(s)
- Ladislav Habala, Claudia Dworak, Alexey Nazarov, Christian Hartinger, Sergey Abramkin, Vladimir Arion, Wolfgang Lindner, Mathea Sophia Galanski, Bernhard Keppler
- Abstract
Three different pathways for the synthesis of substituted trans-(±)-1,2-cyclohexanediamines as new ligands for oxaliplatin-type compounds are presented. The different synthetic routes lead (i) by the synthesis of the compound via ortho-bromination of a substituted cyclohexanone followed by reaction with hydroxylamine and reduction by hydrogen, (ii) by addition of azide to cyclohexene mediated by manganese(III) acetate and reduction by hydrogen, or (iii) by trans-dihydroxylation of cyclohexene, and subsequent conversion into the respective mesylate or tosylate, followed by substitution by azide, and reduction in the case of 4-methyl-trans-(±)-1,2-cyclohexanediamine to a preferentially equatorially, mainly axially, or exclusively equatorially or axially oriented 4-methyl group, respectively. © 2007 Elsevier Ltd. All rights reserved.
- Organisation(s)
- Department of Inorganic Chemistry, Department of Analytical Chemistry
- Journal
- Tetrahedron
- Volume
- 64
- Pages
- 137-146
- No. of pages
- 10
- ISSN
- 0040-4020
- Publication date
- 2008
- Peer reviewed
- Yes
- Austrian Fields of Science 2012
- 104003 Inorganic chemistry
- Portal url
- https://ucrisportal.univie.ac.at/en/publications/4d1b2e48-ebe4-471e-b22f-58bce40ef46e