dc.contributor.author | Krasavin, Mikhail | |
dc.contributor.author | Bushkova, Ekaterina | |
dc.contributor.author | Parchinsky, Vladislav | |
dc.contributor.author | Shumsky, Alexei | |
dc.date.accessioned | 2017-05-03T15:58:33Z | |
dc.date.available | 2017-05-03T15:58:33Z | |
dc.date.issued | 2010 | |
dc.date.modified | 2013-05-30T04:33:59Z | |
dc.identifier.issn | 0039-7881 | |
dc.identifier.doi | 10.1055/s-0029-1219274 | |
dc.identifier.uri | http://hdl.handle.net/10072/48042 | |
dc.description.abstract | A number of Na-alkyl,N߭acylhydrazines have been synthesized via the Ugi reaction of N-acylhydrazones with an isocyanide and trifluoroacetic acid. The trifluoroacetic acid acted as a 'silent partner' and becomes removed upon basic workup of the reaction. These compounds have been efficiently modified further via reductive alkylation to produce Na,Na-dialkyl,N߭acylhydrazines. The two groups of novel hydrazinopeptide motifs have been shown by simple 鈠NMR spectroscopic experiments to display two different secondary structure patterns. These observations were confirmed by X-ray crystallographic analysis. Combining the hydrazone and carboxylic acid moieties in one reaction precursor offers the opportunity for an 'intramolecular' hydrazino-Ugi reaction, which was also demonstrated. | |
dc.description.peerreviewed | Yes | |
dc.description.publicationstatus | Yes | |
dc.format.extent | 232680 bytes | |
dc.format.mimetype | application/pdf | |
dc.language | English | |
dc.language.iso | eng | |
dc.publisher | Georg Thieme Verlag | |
dc.publisher.place | Germany | |
dc.relation.ispartofstudentpublication | Y | |
dc.relation.ispartofpagefrom | 0933 | |
dc.relation.ispartofpageto | 0942 | |
dc.relation.ispartofjournal | Synthesis | |
dc.relation.ispartofvolume | 6 | |
dc.rights.retention | N | |
dc.subject.fieldofresearch | Organic Chemical Synthesis | |
dc.subject.fieldofresearch | Analytical Chemistry | |
dc.subject.fieldofresearch | Organic Chemistry | |
dc.subject.fieldofresearchcode | 030503 | |
dc.subject.fieldofresearchcode | 0301 | |
dc.subject.fieldofresearchcode | 0305 | |
dc.title | Hydrazinopeptide Motifs Synthesized via the Ugi Reaction: An Insight into the Secondary Structure | |
dc.type | Journal article | |
dc.type.description | C1 - Articles | |
dc.type.code | C - Journal Articles | |
gro.rights.copyright | © 2010 Georg Thieme Verlag. This is the author-manuscript version of the paper. Reproduced in accordance with the copyright policy of the publisher. The definitive version is available at www.thieme-connect.com | |
gro.date.issued | 2010 | |
gro.hasfulltext | Full Text | |
gro.griffith.author | Krasavin, Mikhail | |