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The reaction of lead tetra-acetate with some unbranched α,ω-diols
dc.creator | Mićović, Vukić M. | |
dc.creator | Stojčić, S. | |
dc.creator | Bralović, M. | |
dc.creator | Mladenović, Slobodan | |
dc.creator | Jeremić, Dragoslav | |
dc.creator | Stefanović, Milutin | |
dc.date.accessioned | 2021-05-11T08:26:54Z | |
dc.date.available | 2021-05-11T08:26:54Z | |
dc.date.issued | 1969 | |
dc.identifier.issn | 0040-4020 | |
dc.identifier.issn | 1464-5416 | |
dc.identifier.uri | https://cer.ihtm.bg.ac.rs/handle/123456789/4586 | |
dc.description.abstract | Unbranched α,ω-diols are mainly converted by means of lead tetra-acetate in refluxing benzene to the corresponding ethers of di-α-tetrahydrofuryl, di-α-tetrahydropyryl and/or α-tetrahydrofuryl-α′-tetrahydropyryl type. Thus, 1,6-hexanediol affords cis-1,4-dioxaperhydropentalene (Ia) in 15·2% yield; 1,7-heptanediol affords 1,6-dioxaspiro[4.4]nonane (II) in 29·2% yield; 1,8-octanediol cyclizes to 1,6-dioxaspiro[4.5]decane (IIIa) in 39·3% yield; 1,9-nonanediol affords a mixture of di-α-tetrahydrofurylmethane (IV, 33·2%), 2-(α-tetrahydrofuryl)α′-tetrahydropyran (IVa, 3·7%) and 1,7-di-oxaspiro[5.5]undecane (IVb, 3·3%); 1,10-decanediol is oxidized to a mixture of 1,2-di-α-tetrahydrofurylethane (V, 27·2%), and threo- and erythro-α-tetrahydrofuryl-α′-tetrahydropyrylmethanes (Va, 4·3%); and 1,11-undecanediol affords, as main product, 1,3-di-α-tetrahydrofurylpropane (VI) in 40·1% yield, together with small amounts of four other ethers which were not identified. | sr |
dc.language.iso | en | sr |
dc.publisher | Elsevier | sr |
dc.relation | The Research Fund of SR Serbia, Yugoslavia | sr |
dc.rights | restrictedAccess | sr |
dc.source | Tetrahedron | sr |
dc.subject | lead | sr |
dc.subject | lead tetraacetate | sr |
dc.subject | synthesis | sr |
dc.title | The reaction of lead tetra-acetate with some unbranched α,ω-diols | sr |
dc.type | article | sr |
dc.rights.license | ARR | sr |
dcterms.abstract | Јеремић, Драгослав; Стефановић, Милутин; Мићовић, Вукић М.; Стојчић, С.; Браловић, М.; Младеновић, Слободан; | |
dc.citation.volume | 25 | |
dc.citation.issue | 5 | |
dc.citation.spage | 985 | |
dc.citation.epage | 993 | |
dc.identifier.doi | 10.1016/S0040-4020(01)82671-5 | |
dc.identifier.scopus | 2-s2.0-31644450730 | |
dc.type.version | publishedVersion | sr |