Keywords
aluminacyclopentane
cycloalumination
cyclopentanol
triethylaluminum
zirconium dichloride
γ-butyrolactone
Abstract
The reaction between γ-butyrolactone and 3-alkyl-1-ethylaluminacyclopentanes (formed in situ through the Zr-catalyzed cycloalumination of α-olefins with Et3Al) affords 3-alkyl-1-(3-hydroxypropyl)cyclopentanols in yields of 65--70%.
References
1.
Schmidt B., Pohler M.
Organic and Biomolecular Chemistry,
2003
2.
Oswood C.J., MacMillan D.W.
Journal of the American Chemical Society,
2021
3.
Feuillastre S., Pelotier B., Piva O.
European Journal of Organic Chemistry,
2014
4.
Aspinall H.C., Greeves N., Valla C.
Organic Letters,
2005
5.
Akiyama T., Yamanaka M.
Tetrahedron Letters,
1998
6.
Chang H., Jayanth T.T., Cheng C.
Journal of the American Chemical Society,
2007
7.
Mamane V., Gress T., Krause H., Fürstner A.
Journal of the American Chemical Society,
2004
8.
Tius M., Uhrich E., Batson W.
Synthesis,
2006
9.
Stankevich K.S., Cook M.J.
Journal of Organic Chemistry,
2022
10.
Dzhemilev U.M., Ibragimov A.G., Khafizova L.O., Gilyazev R.R., D"yakonov V.A.
Russian Chemical Bulletin,
2004
11.
Dzhemilev Usein M., Dyakonov Vladimir A.
Russian Chemical Reviews,
2025
12.
Ramazanov Ilfir R., Kadikova Rita N., Gabdullin Azat M., Dzhemilev Usein M.
Russian Chemical Reviews,
2025
13.
D’yakonov V.A., Finkelshtein E.S., Ibragimov A.G.
Tetrahedron Letters,
2007
14.
D’yakonov V.A., Tuktarova R.A., Islamov I.I., Khalilov L.M., Dzhemilev U.M.
Steroids,
2016
15.
Neese F.
Wiley Interdisciplinary Reviews: Computational Molecular Science,
2011
16.
Theoretical Calculation of the OH Vibrational Overtone Spectra of 1,5-Pentanediol and 1,6-Hexanediol
Chen H., Cheng Y., Takahashi K.
Journal of Physical Chemistry A,
2011
17.
Lomas J.S.
Magnetic Resonance in Chemistry,
2014