dc.creatorPilli, RA
dc.creatorRiatto, VB
dc.date2000
dc.dateSEP 22
dc.date2014-12-02T16:28:25Z
dc.date2015-11-26T16:30:50Z
dc.date2014-12-02T16:28:25Z
dc.date2015-11-26T16:30:50Z
dc.date.accessioned2018-03-28T23:11:54Z
dc.date.available2018-03-28T23:11:54Z
dc.identifierTetrahedron-asymmetry. Pergamon-elsevier Science Ltd, v. 11, n. 18, n. 3675, n. 3686, 2000.
dc.identifier0957-4166
dc.identifierWOS:000165324600006
dc.identifier10.1016/S0957-4166(00)00351-7
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/61696
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/61696
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/61696
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1270062
dc.description5-Substituted lactol 1 was converted to 2,5-disubstituted tetrahydrofuran derivatives by a Lewis acid-promoted reaction with allylsilanes. High trans selectivity (12:1) was obtained when hindered allylsilane 8 was employed. 5-Substituted lactol 16 was transformed into 2,5-cis-disubstituted tetrahydrofuran 17b (6:1 ratio) by a TiCl4-promoted intramolecular allyl transfer process. Additionally, 2,5-cis-disubstituted tetrahydrofuran derivatives were obtained in good yields and diastereoselectivities after alkyllithium addition to lactone 6, followed by Et3SiH/BF3. OEt2 reduction of the corresponding hemiketals. (C) 2000 Elsevier Science Ltd. All rights reserved.
dc.description11
dc.description18
dc.description3675
dc.description3686
dc.languageen
dc.publisherPergamon-elsevier Science Ltd
dc.publisherOxford
dc.publisherInglaterra
dc.relationTetrahedron-asymmetry
dc.relationTetrahedron: Asymmetry
dc.rightsfechado
dc.rightshttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.sourceWeb of Science
dc.subjectStereoselective Synthesis
dc.subjectCyclic Ethers
dc.subjectAcetogenins
dc.subjectConversion
dc.titleDiastereoselective synthesis of 2,5-disubstituted tetrahydrofuran derivatives
dc.typeArtículos de revistas


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