Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals
Publication type: Journal Article
Publication date: 2010-04-07
scimago Q2
wos Q2
SJR: 0.558
CiteScore: 4.3
Impact factor: 2.7
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- or (R)-prolinol units tagged to the imidazolium cation were synthesized and their activity as catalysts in the Michael addition of nitroalkanes to α,β-unsaturated aldehydes was evaluated. Respective (S) or (R) adducts were obtained in the reactions in high yields (up to 95 %) and with high enantioselectivity (up to 99 % ee). Remarkably, the immobilized organocatalysts could be used five times without any decrease in product yields or ee values. (R)-Michael adducts could be easily transformed into the most active (R) enantiomers of medications Phenibut, Baclofen, and Rolipram for the treatment of CNS disorders.
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Total citations:
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Citations from 2024:
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GOST
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Maltsev O. V. et al. Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals // European Journal of Organic Chemistry. 2010. Vol. 2010. No. 15. pp. 2927-2933.
GOST all authors (up to 50)
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Maltsev O. V., Kucherenko A. S., Beletskaya I. P., Tartakovsky V. A., Khrustalev V. N. Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals // European Journal of Organic Chemistry. 2010. Vol. 2010. No. 15. pp. 2927-2933.
Cite this
RIS
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TY - JOUR
DO - 10.1002/ejoc.201000239
UR - https://doi.org/10.1002/ejoc.201000239
TI - Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals
T2 - European Journal of Organic Chemistry
AU - Maltsev, Oleg V.
AU - Kucherenko, Alexandr S
AU - Beletskaya, Irina P.
AU - Tartakovsky, Vladimir A
AU - Khrustalev, Victor N.
PY - 2010
DA - 2010/04/07
PB - Wiley
SP - 2927-2933
IS - 15
VL - 2010
SN - 1434-193X
SN - 1099-0690
ER -
Cite this
BibTex (up to 50 authors)
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@article{2010_Maltsev,
author = {Oleg V. Maltsev and Alexandr S Kucherenko and Irina P. Beletskaya and Vladimir A Tartakovsky and Victor N. Khrustalev},
title = {Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals},
journal = {European Journal of Organic Chemistry},
year = {2010},
volume = {2010},
publisher = {Wiley},
month = {apr},
url = {https://doi.org/10.1002/ejoc.201000239},
number = {15},
pages = {2927--2933},
doi = {10.1002/ejoc.201000239}
}
Cite this
MLA
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Maltsev, Oleg V., et al. “Chiral ionic liquids bearing O-silylated α,α-diphenyl (S)- Or (R)-prolinol units: Recoverable organocatalysts for asymmetric michael addition of nitroalkanes to α,β-enals.” European Journal of Organic Chemistry, vol. 2010, no. 15, Apr. 2010, pp. 2927-2933. https://doi.org/10.1002/ejoc.201000239.
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