volume 2017 issue 17 pages 2540-2544

Towards Sustainable Amino Acid Derived Organocatalysts for Asymmetric syn‐Aldol Reactions

Publication typeJournal Article
Publication date2017-05-03
scimago Q2
wos Q2
SJR0.558
CiteScore4.3
Impact factor2.7
ISSN1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract

The undesirable side‐processes responsible for the fast deactivation of primary amino acid derived organocatalysts in asymmetric aldol reactions are identified. A new ionic‐liquid‐supported (S)‐valine‐/(S)‐α,α‐diphenylserinol‐derived catalyst (9) is designed on the basis of these results and exhibits much better recyclability in asymmetric syn‐aldol reactions between hydroxyacetone and aldehydes. Furthermore, this catalyst appeared to be useful for the stereoselective synthesis of the naturally occurring 1(3H)‐isobenzofuran‐1‐one scaffold through an asymmetric syn‐aldol/lactonization cascade reaction.

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Gerasimchuk V. V. et al. Towards Sustainable Amino Acid Derived Organocatalysts for Asymmetric syn‐Aldol Reactions // European Journal of Organic Chemistry. 2017. Vol. 2017. No. 17. pp. 2540-2544.
GOST all authors (up to 50) Copy
Gerasimchuk V. V., Kucherenko A. S., Fakhrutdinov A. N., Medvedev M. G., Nelyubina Y. V., Khrustalev V. N. Towards Sustainable Amino Acid Derived Organocatalysts for Asymmetric syn‐Aldol Reactions // European Journal of Organic Chemistry. 2017. Vol. 2017. No. 17. pp. 2540-2544.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1002/ejoc.201700166
UR - https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201700166
TI - Towards Sustainable Amino Acid Derived Organocatalysts for Asymmetric syn‐Aldol Reactions
T2 - European Journal of Organic Chemistry
AU - Gerasimchuk, Vasiliy V
AU - Kucherenko, Alexandr S
AU - Fakhrutdinov, Artem N.
AU - Medvedev, Michael G.
AU - Nelyubina, Yulia V.
AU - Khrustalev, Victor N.
PY - 2017
DA - 2017/05/03
PB - Wiley
SP - 2540-2544
IS - 17
VL - 2017
SN - 1434-193X
SN - 1099-0690
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2017_Gerasimchuk,
author = {Vasiliy V Gerasimchuk and Alexandr S Kucherenko and Artem N. Fakhrutdinov and Michael G. Medvedev and Yulia V. Nelyubina and Victor N. Khrustalev},
title = {Towards Sustainable Amino Acid Derived Organocatalysts for Asymmetric syn‐Aldol Reactions},
journal = {European Journal of Organic Chemistry},
year = {2017},
volume = {2017},
publisher = {Wiley},
month = {may},
url = {https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201700166},
number = {17},
pages = {2540--2544},
doi = {10.1002/ejoc.201700166}
}
MLA
Cite this
MLA Copy
Gerasimchuk, Vasiliy V., et al. “Towards Sustainable Amino Acid Derived Organocatalysts for Asymmetric syn‐Aldol Reactions.” European Journal of Organic Chemistry, vol. 2017, no. 17, May. 2017, pp. 2540-2544. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.201700166.