When oxidized with lead tetraacetate 1-heptanol and 1-octanol undergo cyclization to give as major products the corresponding 2-alkyltetrahydrofurans, accompanied by a small amount of the isomeric tetrahydropyran derivatives. Secondary aliphatic alcohols, under similar conditions, are converted to a mixture of cis and trans 2,5-dialkyltetrahydrofurans.
Keywords:
lead tetraacetate / oxidation / saturated aliphatic alcohols / tetrahydropyran
TY - JOUR
AU - Mićović, Vukić M.
AU - Mamuzić, R. I.
AU - Jeremić, Dragoslav
AU - Mihailović, Milhailo Lj.
PY - 1964
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4627
AB - When oxidized with lead tetraacetate 1-heptanol and 1-octanol undergo cyclization to give as major products the corresponding 2-alkyltetrahydrofurans, accompanied by a small amount of the isomeric tetrahydropyran derivatives. Secondary aliphatic alcohols, under similar conditions, are converted to a mixture of cis and trans 2,5-dialkyltetrahydrofurans.
PB - Elsevier
T2 - Tetrahedron
T1 - Reactions with lead tetraacetate-I. Oxidation of saturated aliphatic alcohols part 1
VL - 20
IS - 10
SP - 2279
EP - 2287
DO - 10.1016/S0040-4020(01)97615-X
ER -
@article{
author = "Mićović, Vukić M. and Mamuzić, R. I. and Jeremić, Dragoslav and Mihailović, Milhailo Lj.",
year = "1964",
abstract = "When oxidized with lead tetraacetate 1-heptanol and 1-octanol undergo cyclization to give as major products the corresponding 2-alkyltetrahydrofurans, accompanied by a small amount of the isomeric tetrahydropyran derivatives. Secondary aliphatic alcohols, under similar conditions, are converted to a mixture of cis and trans 2,5-dialkyltetrahydrofurans.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "Reactions with lead tetraacetate-I. Oxidation of saturated aliphatic alcohols part 1",
volume = "20",
number = "10",
pages = "2279-2287",
doi = "10.1016/S0040-4020(01)97615-X"
}
Mićović, V. M., Mamuzić, R. I., Jeremić, D.,& Mihailović, M. Lj.. (1964). Reactions with lead tetraacetate-I. Oxidation of saturated aliphatic alcohols part 1. in Tetrahedron
Elsevier., 20(10), 2279-2287.
https://doi.org/10.1016/S0040-4020(01)97615-X
Mićović VM, Mamuzić RI, Jeremić D, Mihailović ML. Reactions with lead tetraacetate-I. Oxidation of saturated aliphatic alcohols part 1. in Tetrahedron. 1964;20(10):2279-2287.
doi:10.1016/S0040-4020(01)97615-X .
Mićović, Vukić M., Mamuzić, R. I., Jeremić, Dragoslav, Mihailović, Milhailo Lj., "Reactions with lead tetraacetate-I. Oxidation of saturated aliphatic alcohols part 1" in Tetrahedron, 20, no. 10 (1964):2279-2287,
https://doi.org/10.1016/S0040-4020(01)97615-X . .
