Ring closure reaction of 4-tert-butyl-4-penten-1-ol and 4-tert-butyl-1-pentanol with lead tetraacetate
Apstrakt
The lead tetraacetate (LTA) oxidation of 4-tert-butyl-4-penten-1-ol (3) in boiling benzene afforded the tetrahydrofuran (THF) acetoxy ether 7 (78%) as the main product, while the acetoxylated tetrahydropyran (THP) ether (13) was obtained in a substantially lower yield (12.5%). The main products of the LTA oxidation of 4-tert-butyl-1-pentanol (4) also include the acetoxylated THF ether 7 (19.6%). The "normal" cyclization product, i.e., the THF ether 29, was obtained in 18.2% yield.
Ključne reči:
4-tert-butyl-1-pentanol / 4-tert-butyl-4-penten-1-ol / Lead tetraacetateIzvor:
Journal of the Serbian Chemical Society, 1996, 61, 11, 951-958Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Mihailović, M.L.J. AU - Gojković, S. AU - Milosavljević, Slobodan M. AU - Konstantinović, S. PY - 1996 UR - https://cherry.chem.bg.ac.rs/handle/123456789/74 AB - The lead tetraacetate (LTA) oxidation of 4-tert-butyl-4-penten-1-ol (3) in boiling benzene afforded the tetrahydrofuran (THF) acetoxy ether 7 (78%) as the main product, while the acetoxylated tetrahydropyran (THP) ether (13) was obtained in a substantially lower yield (12.5%). The main products of the LTA oxidation of 4-tert-butyl-1-pentanol (4) also include the acetoxylated THF ether 7 (19.6%). The "normal" cyclization product, i.e., the THF ether 29, was obtained in 18.2% yield. T2 - Journal of the Serbian Chemical Society T1 - Ring closure reaction of 4-tert-butyl-4-penten-1-ol and 4-tert-butyl-1-pentanol with lead tetraacetate VL - 61 IS - 11 SP - 951 EP - 958 UR - https://hdl.handle.net/21.15107/rcub_cherry_74 ER -
@article{ author = "Mihailović, M.L.J. and Gojković, S. and Milosavljević, Slobodan M. and Konstantinović, S.", year = "1996", abstract = "The lead tetraacetate (LTA) oxidation of 4-tert-butyl-4-penten-1-ol (3) in boiling benzene afforded the tetrahydrofuran (THF) acetoxy ether 7 (78%) as the main product, while the acetoxylated tetrahydropyran (THP) ether (13) was obtained in a substantially lower yield (12.5%). The main products of the LTA oxidation of 4-tert-butyl-1-pentanol (4) also include the acetoxylated THF ether 7 (19.6%). The "normal" cyclization product, i.e., the THF ether 29, was obtained in 18.2% yield.", journal = "Journal of the Serbian Chemical Society", title = "Ring closure reaction of 4-tert-butyl-4-penten-1-ol and 4-tert-butyl-1-pentanol with lead tetraacetate", volume = "61", number = "11", pages = "951-958", url = "https://hdl.handle.net/21.15107/rcub_cherry_74" }
Mihailović, M.L.J., Gojković, S., Milosavljević, S. M.,& Konstantinović, S.. (1996). Ring closure reaction of 4-tert-butyl-4-penten-1-ol and 4-tert-butyl-1-pentanol with lead tetraacetate. in Journal of the Serbian Chemical Society, 61(11), 951-958. https://hdl.handle.net/21.15107/rcub_cherry_74
Mihailović M, Gojković S, Milosavljević SM, Konstantinović S. Ring closure reaction of 4-tert-butyl-4-penten-1-ol and 4-tert-butyl-1-pentanol with lead tetraacetate. in Journal of the Serbian Chemical Society. 1996;61(11):951-958. https://hdl.handle.net/21.15107/rcub_cherry_74 .
Mihailović, M.L.J., Gojković, S., Milosavljević, Slobodan M., Konstantinović, S., "Ring closure reaction of 4-tert-butyl-4-penten-1-ol and 4-tert-butyl-1-pentanol with lead tetraacetate" in Journal of the Serbian Chemical Society, 61, no. 11 (1996):951-958, https://hdl.handle.net/21.15107/rcub_cherry_74 .