It was recently shown that various steroid alcohols could react with lead tetraacetate in non-polar solvents to give tetrahydrofuran and tetrahydropyran derivatives. cyclization occurring when the position of and the distance between the reacting hydroxyl group and the 8 - or d -methyl, methylene or methine group were favourable to ring closure.
Keywords:
lead tetraacetate / oxidation / lead / tetraacetate
TY - JOUR
AU - Mićović, Vukić M.
AU - Mamuzić, R. I.
AU - Jeremić, Dragoslav
AU - Mihailović, Milhailo Lj.
PY - 1963
UR - https://cer.ihtm.bg.ac.rs/handle/123456789/4657
AB - It was recently shown that various steroid alcohols could react with lead tetraacetate in non-polar solvents to give tetrahydrofuran and tetrahydropyran derivatives. cyclization occurring when the position of and the distance between the reacting hydroxyl group and the 8 - or d -methyl, methylene or methine group were favourable to ring closure.
PB - Elsevier
T2 - Tetrahedron Letters
T1 - Reactions with lead tetraacetate. I. Oxidation of saturated aliphatic alcohols. Part 1
VL - 4
IS - 29
SP - 2091
EP - 2095
DO - 10.1016/S0040-4039(01)90975-X
ER -
@article{
author = "Mićović, Vukić M. and Mamuzić, R. I. and Jeremić, Dragoslav and Mihailović, Milhailo Lj.",
year = "1963",
abstract = "It was recently shown that various steroid alcohols could react with lead tetraacetate in non-polar solvents to give tetrahydrofuran and tetrahydropyran derivatives. cyclization occurring when the position of and the distance between the reacting hydroxyl group and the 8 - or d -methyl, methylene or methine group were favourable to ring closure.",
publisher = "Elsevier",
journal = "Tetrahedron Letters",
title = "Reactions with lead tetraacetate. I. Oxidation of saturated aliphatic alcohols. Part 1",
volume = "4",
number = "29",
pages = "2091-2095",
doi = "10.1016/S0040-4039(01)90975-X"
}
Mićović, V. M., Mamuzić, R. I., Jeremić, D.,& Mihailović, M. Lj.. (1963). Reactions with lead tetraacetate. I. Oxidation of saturated aliphatic alcohols. Part 1. in Tetrahedron Letters
Elsevier., 4(29), 2091-2095.
https://doi.org/10.1016/S0040-4039(01)90975-X
Mićović VM, Mamuzić RI, Jeremić D, Mihailović ML. Reactions with lead tetraacetate. I. Oxidation of saturated aliphatic alcohols. Part 1. in Tetrahedron Letters. 1963;4(29):2091-2095.
doi:10.1016/S0040-4039(01)90975-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 Letters, 4, no. 29 (1963):2091-2095,
https://doi.org/10.1016/S0040-4039(01)90975-X . .
