Synthesis of thiacrown and azacrown ethers based on a spiroacetal framework

Marica Nikac; Margaret A. Brimble; Robyn L. Crumbie

Synthesis of thiacrown and azacrown ethers based on a spiroacetal framework

Marica Nikac
, Margaret A. Brimble
, Robyn L. Crumbie

Research output: Contribution to journal › Article

8 Citations (Scopus)

Abstract

A novel class of thiacrown and azacrown ethers incorporating the 1,7-dioxaspiro[5.5]undecane spiroacetal ring system was prepared by reaction of ditosylate 5 with the appropriate dithiols 9aÃƒÂ¢Ã¢"šÂ¬Ã¢â‚¬Å“c or protected diamine 12a. Spiroacetal ditosylate 5 in turn, was prepared from diol 3 via ozonolysis of bisallyl ether 7 followed by tosylation of the derived diol 8.

Original language	English
Number of pages	7
Journal	Tetrahedron
Publication status	Published - 2007

Keywords

chemistry, organic
crown ethers
ethers
macrocyclic compounds
organic compounds
organic oxides

Cite this

@article{f597efbefae649d3b235f28ce571fcbf,

title = "Synthesis of thiacrown and azacrown ethers based on a spiroacetal framework",

abstract = "A novel class of thiacrown and azacrown ethers incorporating the 1,7-dioxaspiro[5.5]undecane spiroacetal ring system was prepared by reaction of ditosylate 5 with the appropriate dithiols 9a{\~A}ƒ{\^A}¢{\~A}¢{"}{\v s}{\^A}¬{\~A}¢{\^a}‚¬{\AA}“c or protected diamine 12a. Spiroacetal ditosylate 5 in turn, was prepared from diol 3 via ozonolysis of bisallyl ether 7 followed by tosylation of the derived diol 8.",

keywords = "chemistry, organic, crown ethers, ethers, macrocyclic compounds, organic compounds, organic oxides",

author = "Marica Nikac and Brimble, \{Margaret A.\} and Crumbie, \{Robyn L.\}",

year = "2007",

language = "English",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd.",

}

TY - JOUR

T1 - Synthesis of thiacrown and azacrown ethers based on a spiroacetal framework

AU - Nikac, Marica

AU - Brimble, Margaret A.

AU - Crumbie, Robyn L.

PY - 2007

Y1 - 2007

N2 - A novel class of thiacrown and azacrown ethers incorporating the 1,7-dioxaspiro[5.5]undecane spiroacetal ring system was prepared by reaction of ditosylate 5 with the appropriate dithiols 9aÃƒÂ¢Ã¢"šÂ¬Ã¢â‚¬Å“c or protected diamine 12a. Spiroacetal ditosylate 5 in turn, was prepared from diol 3 via ozonolysis of bisallyl ether 7 followed by tosylation of the derived diol 8.

AB - A novel class of thiacrown and azacrown ethers incorporating the 1,7-dioxaspiro[5.5]undecane spiroacetal ring system was prepared by reaction of ditosylate 5 with the appropriate dithiols 9aÃƒÂ¢Ã¢"šÂ¬Ã¢â‚¬Å“c or protected diamine 12a. Spiroacetal ditosylate 5 in turn, was prepared from diol 3 via ozonolysis of bisallyl ether 7 followed by tosylation of the derived diol 8.

KW - chemistry, organic

KW - crown ethers

KW - ethers

KW - macrocyclic compounds

KW - organic compounds

KW - organic oxides

UR - http://handle.uws.edu.au:8081/1959.7/37069

M3 - Article

SN - 0040-4020

JO - Tetrahedron

JF - Tetrahedron

ER -

Synthesis of thiacrown and azacrown ethers based on a spiroacetal framework

Abstract

Keywords

Other files and links

Fingerprint

Cite this