FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W2017161712> ?p ?o ?g. }

• W2017161712 endingPage "1733" @default.
• W2017161712 startingPage "1723" @default.
• W2017161712 abstract "A series of chiral macrocyclic receptors containing a barbiturate binding domain based on two 2,6-diaminopyridine groups has been synthesized with the purpose of exploiting these for asymmetric 1,3-dipolar cycloadditions. Each macrocyclic host was built possessing an (R)-BINOL or a modified deoxycholate moiety as the chiral unit connected to the barbiturate binding domain with varying lengths of spacer. All the hosts with the exception of one were found to effectively bind a barbiturate–cinnamic acid conjugate with association constants in the order of 104 M−1 in CDCl3. The 1,3-dipolar cycloaddition between several arylnitrile oxides and the cinnamate conjugates were examined in the presence of stoichiometric amounts of a chiral receptor affording two regioisomeric isoxazolines. Enantiomeric excesses of up to 30% were obtained in one case for the major regioisomer. In most cases, the enantiomeric excesses could be measured directly from the crude 1H-NMR spectra owing to the diastereomeric interaction between the isoxazoline cycloadduct and the chiral receptor. The relatively low enantiofacial selectivities at the CC double bond of the cinnamate were attributed to the non-planar orientation of the barbiturate–cinnamate conjugate with respect to the receptor, as previously noted for the binding of barbital to an achiral macrocyclic host (S.-K., Chang, E. Fan, D. Van Engen and A. D. Hamilton, J. Am. Chem. Soc., 1991, 113, 7640), directing the cinnamate unit away from the chiral unit." @default.
• W2017161712 created "2016-06-24" @default.
• W2017161712 creator A5028949196 @default.
• W2017161712 creator A5042381584 @default.
• W2017161712 creator A5057432835 @default.
• W2017161712 date "2002-06-17" @default.
• W2017161712 modified "2023-09-23" @default.
• W2017161712 title "Synthesis and binding properties of chiral macrocyclic barbiturate receptors: application to nitrile oxide cyclizations" @default.
• W2017161712 cites W1963618258 @default.
• W2017161712 cites W1969548044 @default.
• W2017161712 cites W1969899567 @default.
• W2017161712 cites W1973096409 @default.
• W2017161712 cites W1974924067 @default.
• W2017161712 cites W1975566428 @default.
• W2017161712 cites W1978614416 @default.
• W2017161712 cites W1985655374 @default.
• W2017161712 cites W1987439993 @default.
• W2017161712 cites W1988354257 @default.
• W2017161712 cites W1993363615 @default.
• W2017161712 cites W1997140540 @default.
• W2017161712 cites W1997811517 @default.
• W2017161712 cites W2002589277 @default.
• W2017161712 cites W2003041723 @default.
• W2017161712 cites W2008838205 @default.
• W2017161712 cites W2015890825 @default.
• W2017161712 cites W2017952495 @default.
• W2017161712 cites W2018102694 @default.
• W2017161712 cites W2021696295 @default.
• W2017161712 cites W2027123730 @default.
• W2017161712 cites W2031865375 @default.
• W2017161712 cites W2033114822 @default.
• W2017161712 cites W2034021198 @default.
• W2017161712 cites W2056091762 @default.
• W2017161712 cites W2058912325 @default.
• W2017161712 cites W2060463465 @default.
• W2017161712 cites W2061051684 @default.
• W2017161712 cites W2061115212 @default.
• W2017161712 cites W2065504222 @default.
• W2017161712 cites W2065594788 @default.
• W2017161712 cites W2073461739 @default.
• W2017161712 cites W2080431308 @default.
• W2017161712 cites W2081244132 @default.
• W2017161712 cites W2081483215 @default.
• W2017161712 cites W2084472745 @default.
• W2017161712 cites W2090511140 @default.
• W2017161712 cites W2092001521 @default.
• W2017161712 cites W2166417515 @default.
• W2017161712 cites W2169529169 @default.
• W2017161712 cites W2949551716 @default.
• W2017161712 cites W2950317311 @default.
• W2017161712 cites W2951049908 @default.
• W2017161712 cites W2952957483 @default.
• W2017161712 cites W2953081260 @default.
• W2017161712 cites W2953362885 @default.
• W2017161712 doi "https://doi.org/10.1039/b110865b" @default.
• W2017161712 hasPublicationYear "2002" @default.
• W2017161712 type Work @default.
• W2017161712 sameAs 2017161712 @default.
• W2017161712 citedByCount "20" @default.
• W2017161712 countsByYear W20171617122012 @default.
• W2017161712 countsByYear W20171617122014 @default.
• W2017161712 countsByYear W20171617122015 @default.
• W2017161712 countsByYear W20171617122017 @default.
• W2017161712 countsByYear W20171617122019 @default.
• W2017161712 countsByYear W20171617122021 @default.
• W2017161712 crossrefType "journal-article" @default.
• W2017161712 hasAuthorship W2017161712A5028949196 @default.
• W2017161712 hasAuthorship W2017161712A5042381584 @default.
• W2017161712 hasAuthorship W2017161712A5057432835 @default.
• W2017161712 hasConcept C134306372 @default.
• W2017161712 hasConcept C138716334 @default.
• W2017161712 hasConcept C178790620 @default.
• W2017161712 hasConcept C185592680 @default.
• W2017161712 hasConcept C197336794 @default.
• W2017161712 hasConcept C2776568683 @default.
• W2017161712 hasConcept C2779240715 @default.
• W2017161712 hasConcept C2780276229 @default.
• W2017161712 hasConcept C33923547 @default.
• W2017161712 hasConcept C43617362 @default.
• W2017161712 hasConcept C486523 @default.
• W2017161712 hasConcept C71240020 @default.
• W2017161712 hasConceptScore W2017161712C134306372 @default.
• W2017161712 hasConceptScore W2017161712C138716334 @default.
• W2017161712 hasConceptScore W2017161712C178790620 @default.
• W2017161712 hasConceptScore W2017161712C185592680 @default.
• W2017161712 hasConceptScore W2017161712C197336794 @default.
• W2017161712 hasConceptScore W2017161712C2776568683 @default.
• W2017161712 hasConceptScore W2017161712C2779240715 @default.
• W2017161712 hasConceptScore W2017161712C2780276229 @default.
• W2017161712 hasConceptScore W2017161712C33923547 @default.
• W2017161712 hasConceptScore W2017161712C43617362 @default.
• W2017161712 hasConceptScore W2017161712C486523 @default.
• W2017161712 hasConceptScore W2017161712C71240020 @default.
• W2017161712 hasIssue "14" @default.
• W2017161712 hasLocation W20171617121 @default.
• W2017161712 hasOpenAccess W2017161712 @default.
• W2017161712 hasPrimaryLocation W20171617121 @default.
• W2017161712 hasRelatedWork W1972272489 @default.

• next