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dc.creatorTrajković, Milos
dc.creatorFerjančić, Zorana
dc.creatorSaičić, Radomir
dc.creatorBihelović, Filip
dc.date.accessioned2019-04-09T11:15:47Z
dc.date.available2020-02-04
dc.date.available2020-02-04
dc.date.issued2019
dc.identifier.issn0947-6539
dc.identifier.urihttps://cherry.chem.bg.ac.rs/handle/123456789/2874
dc.description.abstractA chiral-pool-based synthesis of the platensimycin core was achieved using (S)-lactic acid as an inexpensive starting material. The cyclohexenone ring was closed in a Mukaiyama–Michael domino sequence, while the quaternary stereocenter was created by a highly stereoselective decarboxylative allylation. The spirobicyclic skeleton was constructed by a RCM reaction. A new silver(I)-promoted cyclization reaction of Δ 6 - and Δ 7 -α-iodoketones was developed and applied for the pivotal carbon–carbon bond formation. The scope and limitations of this methodology are also presented.
dc.publisherWiley
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172027/RS//
dc.relationinfo:eu-repo/grantAgreement/EC/FP7/256716/EU//
dc.rightsembargoedAccess
dc.sourceChemistry - A European Journal
dc.subjectantibiotics
dc.subjectcyclization
dc.subjectnatural products
dc.subjectsilver
dc.subjecttotal synthesis
dc.titleEnantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone
dc.typearticle
dc.rights.licenseARR
dcterms.abstractТрајковић, Милос; Бихеловић, Филип; Ферјанчић, Зорана; Саичић, Радомир Н.;
dc.citation.volume25
dc.citation.issue17
dc.citation.spage4340
dc.citation.epage4344
dc.identifier.wos000462057300014
dc.identifier.doi10.1002/chem.201900497
dc.citation.rankM21~
dc.description.otherThis is the peer-reviewed version of the following article:Trajković, M.; Ferjančić, Z.; Saičić, R. N.; Bihelović, F. Enantioselective Synthesis of the Platensimycin Core by Silver(I)-Promoted Cyclization of Δ 6 -α-Iodoketone. Chemistry - A European Journal 2019, 25 (17), 4340–4344. [https://doi.org/10.1002/chem.201900497].
dc.description.otherSupplementary material: [http://cherry.chem.bg.ac.rs/handle/123456789/3842]
dc.type.versionacceptedVersion
dc.identifier.scopus2-s2.0-85062044339
dc.identifier.fulltexthttps://cherry.chem.bg.ac.rs/bitstream/id/6652/10.1002@chem.201900497.pdf


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