Journal article
Synthesis of Some N-Aryl alpha Amino Acids Using Diaryliodonium Salts
Asian Journal of Chemistry, Vol.24(3), pp.1227-1236
2012
Abstract
Bis[(3'-methoxycarbonyl)phenyl]iodonium bromide (4a), bis(4'-methoxyphenyl)iodonium iodide (4b) and bis(4'-acetamidophenyl)iodonium iodide (4c) were employed for the first time in the arylation of a-amino acid methyl esters. Yields of the synthesised products 5, 6 and 7 were good to high. These were then hydrolyzed to the corresponding N-aryl a-amino acids 8 and 9. The chiral integrity of the amino acids was maintained throughout the reaction sequence as confirmed by the synthesis of chiral tripeptide 10 and dipeptides 11. The structures of the new compounds were confirmed by IR, 1H and 13C NMR in addition to CHN microanalysis or high resolution mass spectrometry.
Details
- Title
- Synthesis of Some N-Aryl alpha Amino Acids Using Diaryliodonium Salts
- Authors
- J D McKerrow (Author) - La Trobe UniversityJ M A Al-Rawi (Author) - La Trobe UniversityPeter R Brooks (Author) - University of the Sunshine Coast - Faculty of Science, Health, Education and Engineering
- Publication details
- Asian Journal of Chemistry, Vol.24(3), pp.1227-1236
- Publisher
- Chemic Publishing Company
- Date published
- 2012
- ISSN
- 0970-7077
- Copyright note
- Copyright © 2012 Asian Journal of Chemistry. Reproduced with permission of the copyright holder.
- Organisation Unit
- School of Science and Engineering - Legacy; University of the Sunshine Coast, Queensland; School of Science, Technology and Engineering; Centre for Bioinnovation
- Language
- English
- Record Identifier
- 99449862702621
- Output Type
- Journal article
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