volume 11 issue 23 pages 7030-7039

Synthesis of nitrogen- and oxygen-containing macrocycles - Derivatives of lithocholic acid

Publication typeJournal Article
Publication date2005-11-18
scimago Q1
wos Q2
SJR0.981
CiteScore6.7
Impact factor3.7
ISSN09476539, 15213765
General Chemistry
Catalysis
Organic Chemistry
Abstract
Palladium-catalyzed amination of 3,24-bis(3-bromophenoxy)cholane (4) with various polyamines and polyoxadiamines 5 taken in 1:1 ratio was used for the synthesis of the macrocycles 6, which contain steroidal and polyamine moieties and were obtained in 38-65 % yields. The same reaction with excess polyamine (2.2-3 equiv) provided bis(polyamino) derivatives of 3,24-diphenoxycholane 7 in excellent yields, whereas the diarylation of polyamines with two equivalents of 3,24-bis(3-bromophenoxy)cholane afforded their bis(steroidal) derivatives 8. Compounds 7 and 8 were employed in the syntheses of cyclodimers 9, which possess two steroidal and two polyamine fragments; the efficiency of two methods was compared.
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GOST |
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GOST Copy
Averin A. A. et al. Synthesis of nitrogen- and oxygen-containing macrocycles - Derivatives of lithocholic acid // Chemistry - A European Journal. 2005. Vol. 11. No. 23. pp. 7030-7039.
GOST all authors (up to 50) Copy
Averin A. A., Ranyuk E. R., Lukashev N. V., Beletskaya I. P. Synthesis of nitrogen- and oxygen-containing macrocycles - Derivatives of lithocholic acid // Chemistry - A European Journal. 2005. Vol. 11. No. 23. pp. 7030-7039.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1002/chem.200500784
UR - https://doi.org/10.1002/chem.200500784
TI - Synthesis of nitrogen- and oxygen-containing macrocycles - Derivatives of lithocholic acid
T2 - Chemistry - A European Journal
AU - Averin, Alexey A
AU - Ranyuk, Elena R.
AU - Lukashev, Nikolai V
AU - Beletskaya, Irina P.
PY - 2005
DA - 2005/11/18
PB - Wiley
SP - 7030-7039
IS - 23
VL - 11
PMID - 16187369
SN - 0947-6539
SN - 1521-3765
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2005_Averin,
author = {Alexey A Averin and Elena R. Ranyuk and Nikolai V Lukashev and Irina P. Beletskaya},
title = {Synthesis of nitrogen- and oxygen-containing macrocycles - Derivatives of lithocholic acid},
journal = {Chemistry - A European Journal},
year = {2005},
volume = {11},
publisher = {Wiley},
month = {nov},
url = {https://doi.org/10.1002/chem.200500784},
number = {23},
pages = {7030--7039},
doi = {10.1002/chem.200500784}
}
MLA
Cite this
MLA Copy
Averin, Alexey A., et al. “Synthesis of nitrogen- and oxygen-containing macrocycles - Derivatives of lithocholic acid.” Chemistry - A European Journal, vol. 11, no. 23, Nov. 2005, pp. 7030-7039. https://doi.org/10.1002/chem.200500784.