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dc.contributor.authorPatel, Bhautikkumar
dc.contributor.authorZunk, Matthew
dc.contributor.authorGrant, Gary
dc.contributor.authorRudrawar, Santosh
dc.date.accessioned2019-06-04T23:37:52Z
dc.date.available2019-06-04T23:37:52Z
dc.date.issued2018
dc.identifier.issn2365-6549
dc.identifier.doi10.1002/slct.201703111
dc.identifier.urihttp://hdl.handle.net/10072/385107
dc.description.abstractA soild‐supported 5‐iodouridine derivative underwent Suzuki‐Miyaura cross‐coupling reactions with various aryl/heteroarylboronic acids under microwave‐assisted ligand‐free conditions yielding 5‐aryl/heteroaryl uridine derivatives. Reactions were performed using Pd(dppf)Cl2 ⋅ CH2Cl2 as catalyst and K3PO4 as base in a tert‐BuOH/toluene/water solvent system. In our synthetic strategy uridine nucleosides were anchored onto 2‐chlorotrityl chloride resin through an acetal linkage blocking the 2′ – and 3′ –OH of the ribose moiety thus allowing an enormous opportunity for modifications on the nucleobase or on the 5′‐position. The described method offers an acid labile acetal linker strategy thus allowing potential application in Fmoc‐Solid‐Phase Peptide Synthesis or late stage modification of uridyl peptide nucleoside antibiotic analogues synthesis.
dc.description.peerreviewedYes
dc.languageEnglish
dc.language.isoeng
dc.publisherWiley Online
dc.publisher.placeGermany
dc.relation.ispartofpagefrom3187
dc.relation.ispartofpageto3193
dc.relation.ispartofissue11
dc.relation.ispartofjournalChemistrySelect
dc.relation.ispartofvolume3
dc.subject.fieldofresearchChemical sciences
dc.subject.fieldofresearchOther chemical sciences not elsewhere classified
dc.subject.fieldofresearchcode34
dc.subject.fieldofresearchcode349999
dc.titleSolid-Phase Microwave-Assisted Ligand-Free Suzuki-Miyaura Cross-Coupling of 5-Iodouridine
dc.typeJournal article
dc.type.descriptionC1 - Articles
dc.type.codeC - Journal Articles
gro.hasfulltextNo Full Text
gro.griffith.authorZunk, Matthew S.
gro.griffith.authorGrant, Gary D.
gro.griffith.authorRudrawar, Santosh


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