TY  - JOUR
AU  - Mićović, Vukić M.
AU  - Stojčić, S.
AU  - Bralović, M.
AU  - Mladenović, Slobodan
AU  - Jeremić, Dragoslav
AU  - Stefanović, Milutin
PY  - 1969
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4586
AB  - 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.
PB  - Elsevier
T2  - Tetrahedron
T1  - The reaction of lead tetra-acetate with some unbranched α,ω-diols
VL  - 25
IS  - 5
SP  - 985
EP  - 993
DO  - 10.1016/S0040-4020(01)82671-5
ER  - 

@article{
author = "Mićović, Vukić M. and Stojčić, S. and Bralović, M. and Mladenović, Slobodan and Jeremić, Dragoslav and Stefanović, Milutin",
year = "1969",
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.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "The reaction of lead tetra-acetate with some unbranched α,ω-diols",
volume = "25",
number = "5",
pages = "985-993",
doi = "10.1016/S0040-4020(01)82671-5"
}

Mićović, V. M., Stojčić, S., Bralović, M., Mladenović, S., Jeremić, D.,& Stefanović, M.. (1969). The reaction of lead tetra-acetate with some unbranched α,ω-diols. in Tetrahedron
Elsevier., 25(5), 985-993.
https://doi.org/10.1016/S0040-4020(01)82671-5

Mićović VM, Stojčić S, Bralović M, Mladenović S, Jeremić D, Stefanović M. The reaction of lead tetra-acetate with some unbranched α,ω-diols. in Tetrahedron. 1969;25(5):985-993.
doi:10.1016/S0040-4020(01)82671-5 .

Mićović, Vukić M., Stojčić, S., Bralović, M., Mladenović, Slobodan, Jeremić, Dragoslav, Stefanović, Milutin, "The reaction of lead tetra-acetate with some unbranched α,ω-diols" in Tetrahedron, 25, no. 5 (1969):985-993,
https://doi.org/10.1016/S0040-4020(01)82671-5 . .