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Article: Synthesis and characterization of chiral N-O turns induced by α-aminoxy acids

TitleSynthesis and characterization of chiral N-O turns induced by α-aminoxy acids
Authors
Yang, DLi, BNg, FFYan, YLQu, JWu, YD
Issue Date2001
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/joc
Citation
Journal Of Organic Chemistry, 2001, v. 66 n. 22, p. 7303-7312 How to Cite?
DOI: http://dx.doi.org/10.1021/jo010376a
AbstractChiral α-aminoxy acids of various side chains were synthesized with high optical purity starting from chiral α-amino acids. The conformations of diamides 13a-e, 15, and 16 were probed by using NMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handed turns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (called the N-O turns) were found to be preferred for D-aminoxy acid residues, and they were independent of the side chains. The rigid chiral N-O turns should have great potential in molecular design.
Persistent Identifierhttp://hdl.handle.net/10722/167696
ISSN
0022-3263
2023 Impact Factor: 3.3
2023 SCImago Journal Rankings: 0.724
ISI Accession Number ID
WOS:000171973700011
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorYang, Den_US
dc.contributor.authorLi, Ben_US
dc.contributor.authorNg, FFen_US
dc.contributor.authorYan, YLen_US
dc.contributor.authorQu, Jen_US
dc.contributor.authorWu, YDen_US
dc.date.accessioned2012-10-08T03:10:10Z-
dc.date.available2012-10-08T03:10:10Z-
dc.date.issued2001en_US
dc.identifier.citationJournal Of Organic Chemistry, 2001, v. 66 n. 22, p. 7303-7312en_US
dc.identifier.issn0022-3263en_US
dc.identifier.urihttp://hdl.handle.net/10722/167696-
dc.description.abstractChiral α-aminoxy acids of various side chains were synthesized with high optical purity starting from chiral α-amino acids. The conformations of diamides 13a-e, 15, and 16 were probed by using NMR, FT-IR, and CD spectroscopic methods as well as X-ray crystallography. The right-handed turns with eight-membered-ring intramolecular hydrogen bonds between adjacent residues (called the N-O turns) were found to be preferred for D-aminoxy acid residues, and they were independent of the side chains. The rigid chiral N-O turns should have great potential in molecular design.en_US
dc.languageengen_US
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jocen_US
dc.relation.ispartofJournal of Organic Chemistryen_US
dc.subject.meshAmino Acids - Chemical Synthesis - Chemistryen_US
dc.subject.meshCrystallography, X-Rayen_US
dc.subject.meshModels, Molecularen_US
dc.subject.meshProtein Structure, Secondaryen_US
dc.subject.meshSpectrum Analysisen_US
dc.subject.meshStereoisomerismen_US
dc.titleSynthesis and characterization of chiral N-O turns induced by α-aminoxy acidsen_US
dc.typeArticleen_US
dc.identifier.emailYang, D:yangdan@hku.hken_US
dc.identifier.authorityYang, D=rp00825en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1021/jo010376aen_US
dc.identifier.pmid11681942-
dc.identifier.scopuseid_2-s2.0-0035798113en_US
dc.identifier.hkuros68456-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0035798113&selection=ref&src=s&origin=recordpageen_US
dc.identifier.volume66en_US
dc.identifier.issue22en_US
dc.identifier.spage7303en_US
dc.identifier.epage7312en_US
dc.identifier.isiWOS:000171973700011-
dc.publisher.placeUnited Statesen_US
dc.identifier.scopusauthoridYang, D=7404800756en_US
dc.identifier.scopusauthoridLi, B=36072052100en_US
dc.identifier.scopusauthoridNg, FF=37004105600en_US
dc.identifier.scopusauthoridYan, YL=16235517800en_US
dc.identifier.scopusauthoridQu, J=7201534485en_US
dc.identifier.scopusauthoridWu, YD=37162482000en_US
dc.identifier.issnl0022-3263-

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