Home / Publications / Synthesis of new ferrocenyl-containing tertiary alcohols, analogs of l-prolinol-based organocatalysts

Synthesis of new ferrocenyl-containing tertiary alcohols, analogs of l-prolinol-based organocatalysts

Roman Olegovich Burlutsky 1
Roman Olegovich Burlutsky
, 
Ella Sergeevna Yudina 1
Ella Sergeevna Yudina
, 
Andrei Viktorovich Churakov 2
Andrei Viktorovich Churakov
, 
Dmitrii Anatol'evich Lemenovskii 1
Dmitrii Anatol'evich Lemenovskii
, 
Viktor Prokhorovich Dyadchenko 1
Viktor Prokhorovich Dyadchenko
1 Department of Chemistry, M.V. Lomonosov Moscow State University, Moscow, Russian Federation
10.1016/j.mencom.2024.01.019
Published 2023-12-25
Communication , Volume 34, Issue 1, 64-66
1
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Burlutsky R. O. et al. Synthesis of new ferrocenyl-containing tertiary alcohols, analogs of l-prolinol-based organocatalysts // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 64-66.
GOST all authors (up to 50) Copy
Burlutsky R. O., Yudina E. S., Churakov A. V., Lemenovskii D. A., Dyadchenko V. P. Synthesis of new ferrocenyl-containing tertiary alcohols, analogs of l-prolinol-based organocatalysts // Mendeleev Communications. 2023. Vol. 34. No. 1. pp. 64-66.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2024.01.019
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.019
TI - Synthesis of new ferrocenyl-containing tertiary alcohols, analogs of l-prolinol-based organocatalysts
T2 - Mendeleev Communications
AU - Burlutsky, Roman Olegovich
AU - Yudina, Ella Sergeevna
AU - Churakov, Andrei Viktorovich
AU - Lemenovskii, Dmitrii Anatol'evich
AU - Dyadchenko, Viktor Prokhorovich
PY - 2023
DA - 2023/12/25
PB - Mendeleev Communications
SP - 64-66
IS - 1
VL - 34
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Burlutsky,
author = {Roman Olegovich Burlutsky and Ella Sergeevna Yudina and Andrei Viktorovich Churakov and Dmitrii Anatol'evich Lemenovskii and Viktor Prokhorovich Dyadchenko},
title = {Synthesis of new ferrocenyl-containing tertiary alcohols, analogs of l-prolinol-based organocatalysts},
journal = {Mendeleev Communications},
year = {2023},
volume = {34},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.019},
number = {1},
pages = {64--66},
doi = {10.1016/j.mencom.2024.01.019}
}
MLA
Cite this
MLA Copy
Burlutsky, Roman Olegovich, et al. “Synthesis of new ferrocenyl-containing tertiary alcohols, analogs of l-prolinol-based organocatalysts.” Mendeleev Communications, vol. 34, no. 1, Dec. 2023, pp. 64-66. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.01.019.
Views / Downloads
1 / 6

Keywords

asymmetric organocatalysis
chiral tertiary alcohols
ferrocene
ferrocenylmagnesium bromide
proline
tert-butoxycarbonyl protective group
X-ray molecular structure.

Abstract

Syntheses of new ferrocenyl-containing tertiary alcohols derived from l-proline were developed. In these alcohols,two ferrocenyl groups are bonded at prolinol moiety directly or through p-phenylene spacer. Specific features for the ferrocene Grignard reagents were discovered.

References

.
Organocatalysis of asymmetric aldol reaction. Catalysts and reagents
Zlotin S.G., Kucherenko A.S., Beletskaya I.P.
Russian Chemical Reviews, 2009
.
Supported proline and proline-derivatives as recyclable organocatalysts
Gruttadauria M., Giacalone F., Noto R.
Chemical Society Reviews, 2008
.
The Grignard Reagents of p- and m-Bromophenylferrocene1a
Little W.F., Clark A.K., Benner G.S., Noe C.
Journal of Organic Chemistry, 1964
.
Asymmetric organocatalysis: from proline to highly efficient immobilized organocatalysts
Kucherenko A.S., Siyutkin D.E., Maltsev O.V., Kochetkov S.V., Zlotin S.G.
Russian Chemical Bulletin, 2012
.
A neutron diffraction study of the crystal structure of ferrocene
Takusagawa F., Koetzle T.F.
Acta Crystallographica Section B, 1979
.
Green Asymmetric Organocatalysis
Krištofíková D., Modrocká V., Mečiarová M., Šebesta R.
ChemSusChem, 2020
.
Nucleophilic Chiral Amines as Catalysts in Asymmetric Synthesis
France S., Guerin D.J., Miller S.J., Lectka T.
Chemical Reviews, 2003
.
Asymmetric Aldol “Reaction in Water” Using Ferrocene-Amino Acid Conjugates
Al-Momani L., Lataifeh A.
Industrial & Engineering Chemistry Research, 2022
.
Stable and Crystalline Allylium and Allenylium Salts with Ferrocenyl Substituents
Lukasser J., Angleitner H., Schottenberger H., Kopacka H., Schweiger M., Bildstein B., Ongania K., Wurst K.
Organometallics, 1995
.
Enantioselective reduction of ketoimines promoted by easily available (S)-proline derivatives
Bonsignore M., Benaglia M., Raimondi L., Orlandi M., Celentano G.
Beilstein Journal of Organic Chemistry, 2013
.
Attempts to Mimic Key Bond-Forming Events Associated with the Proposed Biogenesis of the Pentacyclic Lamellarins
Axford L.C., Holden K.E., Hasse K., Banwell M.G., Steglich W., Wagler J., Willis A.C.
Australian Journal of Chemistry, 2008