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The Formation of Cyclic Ethers from Olefinic Alcohols Part XI*. The Oxidative Cyclization of Some Open-Chain Unsaturated Alcohols by Means of Organic Peracids

Mihailo Lj. Mihailović ; Department of Chemistry, Faculty of Science, University of Belgrade, and Institute of Chemistry, Technology and Metallurgy, Bellgrade, P. O. box 550, 11001 Belgrade, Serbia, Yugoslavia
Dragan Marinković ; Department of Chemistry, Faculty of Science, University of Belgrade, and Institute of Chemistry, Technology and Metallurgy, Bellgrade, P. O. box 550, 11001 Belgrade, Serbia, Yugoslavia

Puni tekst: engleski, pdf (6 MB) str. 109-120 preuzimanja: 296* citiraj
APA 6th Edition
Mihailović, M.Lj. i Marinković, D. (1986). The Formation of Cyclic Ethers from Olefinic Alcohols Part XI*. The Oxidative Cyclization of Some Open-Chain Unsaturated Alcohols by Means of Organic Peracids. Croatica Chemica Acta, 59 (1), 109-120. Preuzeto s https://hrcak.srce.hr/177581
MLA 8th Edition
Mihailović, Mihailo Lj. i Dragan Marinković. "The Formation of Cyclic Ethers from Olefinic Alcohols Part XI*. The Oxidative Cyclization of Some Open-Chain Unsaturated Alcohols by Means of Organic Peracids." Croatica Chemica Acta, vol. 59, br. 1, 1986, str. 109-120. https://hrcak.srce.hr/177581. Citirano 24.06.2021.
Chicago 17th Edition
Mihailović, Mihailo Lj. i Dragan Marinković. "The Formation of Cyclic Ethers from Olefinic Alcohols Part XI*. The Oxidative Cyclization of Some Open-Chain Unsaturated Alcohols by Means of Organic Peracids." Croatica Chemica Acta 59, br. 1 (1986): 109-120. https://hrcak.srce.hr/177581
Harvard
Mihailović, M.Lj., i Marinković, D. (1986). 'The Formation of Cyclic Ethers from Olefinic Alcohols Part XI*. The Oxidative Cyclization of Some Open-Chain Unsaturated Alcohols by Means of Organic Peracids', Croatica Chemica Acta, 59(1), str. 109-120. Preuzeto s: https://hrcak.srce.hr/177581 (Datum pristupa: 24.06.2021.)
Vancouver
Mihailović MLj, Marinković D. The Formation of Cyclic Ethers from Olefinic Alcohols Part XI*. The Oxidative Cyclization of Some Open-Chain Unsaturated Alcohols by Means of Organic Peracids. Croatica Chemica Acta [Internet]. 1986 [pristupljeno 24.06.2021.];59(1):109-120. Dostupno na: https://hrcak.srce.hr/177581
IEEE
M.Lj. Mihailović i D. Marinković, "The Formation of Cyclic Ethers from Olefinic Alcohols Part XI*. The Oxidative Cyclization of Some Open-Chain Unsaturated Alcohols by Means of Organic Peracids", Croatica Chemica Acta, vol.59, br. 1, str. 109-120, 1986. [Online]. Dostupno na: https://hrcak.srce.hr/177581. [Citirano: 24.06.2021.]

Sažetak
Reactions of some acyclic olefinic alcohols with organic peracids (mainly 3-chloroperbenzoic acid) have been studied. It was found that L'.3-alkenols, with one exception (4-methyl-3- penten-1-ol), do not cyclize, whereas L'.4-alkenols afford cyclic hydroxyethers, the ratio of five- to six-membered ring products depending mostly upon the number and position of methyl (alkyl) substituents at the double bond and at the carbinol carbon atom, and varying from 100: O to 57.5: 42.5. L'.5-alkenols give six-rmembered cyclic hydroxy-ethers, whereas L'.6- and L'.7-alkenols do not cyclize. The alkaline hydrolysis (in aqueous sodium hydroxide) of epoxy-acetates derived from L'.4-alkenols affords also cyclic hydroxy-ethers, the five- to six-membered ring ratio varying from 100: O to 67: 33, whereas basic hydrolysis of 1-acetoxy-5,6-epoxyhexane gives a mixture of six- and seven-membered cyclic hydroxy-ethers.

Hrčak ID: 177581

URI
https://hrcak.srce.hr/177581

Posjeta: 480 *