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A general synthetic route towards bastadins. Part 2: Synthesis of the western part of bastadins 4-16, and fully functionalized macrocycle of bastadin 12

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dc.contributor.author Couladouros, EA en
dc.contributor.author Moutsos, VI en
dc.date.accessioned 2014-06-06T06:43:55Z
dc.date.available 2014-06-06T06:43:55Z
dc.date.issued 1999 en
dc.identifier.issn 00404039 en
dc.identifier.uri http://dx.doi.org/10.1016/S0040-4039(99)01430-6 en
dc.identifier.uri http://62.217.125.90/xmlui/handle/123456789/1550
dc.subject Aromatic bromination en
dc.subject Bastadins en
dc.subject Iodonium salt en
dc.subject Natural products en
dc.subject Synthesis en
dc.subject.other alpha amino acid en
dc.subject.other bastadin 10 en
dc.subject.other bastadin 11 en
dc.subject.other bastadin 12 en
dc.subject.other bastadin 14 en
dc.subject.other bastadin 15 en
dc.subject.other bastadin 16 en
dc.subject.other bastadin 4 en
dc.subject.other bastadin 5 en
dc.subject.other bastadin 6 en
dc.subject.other bastadin 7 en
dc.subject.other bastadin 8 en
dc.subject.other bastadin 9 en
dc.subject.other bromine en
dc.subject.other iodine derivative en
dc.subject.other macrocyclic compound en
dc.subject.other natural product en
dc.subject.other omega amino acid en
dc.subject.other unclassified drug en
dc.subject.other article en
dc.subject.other bromination en
dc.subject.other cyclization en
dc.subject.other drug synthesis en
dc.subject.other iodination en
dc.subject.other partial drug synthesis en
dc.title A general synthetic route towards bastadins. Part 2: Synthesis of the western part of bastadins 4-16, and fully functionalized macrocycle of bastadin 12 en
heal.type journalArticle en
heal.identifier.primary 10.1016/S0040-4039(99)01430-6 en
heal.publicationDate 1999 en
heal.abstract A general synthetic route for the construction of the western part of the macrocyclic bastadins 4-16 is presented. The western and the eastern segments were coupled using the imidazolide of the corresponding acid. The bromine at position Y2 may be added at this advanced step regiospecifically, strengthening the convergence of the presented approach. Finally, the fully functionalized α,ω-aminoacid is cyclized with EDC affording the macrocyclic ring of bastadin-12 in 72% yield (3.5% overall yield). en
heal.journalName Tetrahedron Letters en
dc.identifier.issue 38 en
dc.identifier.volume 40 en
dc.identifier.doi 10.1016/S0040-4039(99)01430-6 en
dc.identifier.spage 7027 en
dc.identifier.epage 7030 en


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