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dc.contributor.authorTony, Kurissery A.-
dc.contributor.authorDabideen, Darrin-
dc.contributor.authorLi, Jialiang-
dc.contributor.authorDíaz, Dolores-
dc.contributor.authorJiménez-Barbero, Jesús-
dc.contributor.authorMootoo, David R.-
dc.identifier.citationJournal of Organic Chemistry 74(20):7774-80(2009)es_ES
dc.description2 fig.- 7 esqu.es_ES
dc.description.abstractThe convergent synthesis of two pentacyclic analogues of the polyether monensin A is described. Although different with respect to the configuration of the alcohol at the 3 position of the six-membered ring of the spiroketal subunit, the configuration at the acetal center in both structures is unchanged and is consistent with the anomeric effect. The key synthetic steps are the coupling of two complex segments via an olefin metathesis, and the subsequent conversion of a dihydroxyalkene to the spiroketal through an iodoetherification−dehydroiodination sequence. The compatibility of these transformations with a variety of functional groups makes the overall strategy appropriate for highly substituted frameworkses_ES
dc.description.sponsorshipThis investigation was supported by grant R01 GM57865 from the National Institute of General Medical Sciences of the National Institutes of Health (NIH). “Research Centers in Minority Institutions” award RR-03037 from the National Center for Research Resources of the NIH, which supports the infrastructure and instrumentation of the Chemistry Department at Hunter College, is also acknowledgedes_ES
dc.publisherAmerican Chemical Societyes_ES
dc.titleOlefin metathesis-iodoetherification-dehydroiodination strategy for spiroketal subunits of polyether antibiotics.es_ES
dc.description.peerreviewedPeer reviewedes_ES
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