Synthesis of Functionalized l-Cysteine and l-Methionine by Reaction with Electron-Deficient Acetylenes
Publication type: Journal Article
Publication date: 2009-07-10
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
A novel families of nonconventionally functionalized amino acids have been synthesized in almost quantitative yields by chemo-, regio- and stereospecific addition of L -cysteine and L -methionine to electron-deficient functionalized acetylenes (cyano-acetylenes and methyl 4-hydroxy-4-methylpent-2-ynoate) under mild conditions (water, r.t., 2―5 h). Thus, for the first time, the uncommonly functionalized optically active amino acids composing of L-cysteine and L -methionine structural units along with cinnamic acid, dihydrofuranone, iminodihydrofuran, and other biologically important functionalities are readily available.
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Trofimov B. A. et al. Synthesis of Functionalized l-Cysteine and l-Methionine by Reaction with Electron-Deficient Acetylenes // Synthesis. 2009. Vol. 2009. No. 18. pp. 3136-3142.
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Trofimov B. A., Malkina A., Shemyakina O. A., Nosyreva V., Borisova A., Khutsishvili S. S., Krivdin L. Synthesis of Functionalized l-Cysteine and l-Methionine by Reaction with Electron-Deficient Acetylenes // Synthesis. 2009. Vol. 2009. No. 18. pp. 3136-3142.
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RIS
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TY - JOUR
DO - 10.1055/s-0029-1217602
UR - https://doi.org/10.1055/s-0029-1217602
TI - Synthesis of Functionalized l-Cysteine and l-Methionine by Reaction with Electron-Deficient Acetylenes
T2 - Synthesis
AU - Trofimov, B. A.
AU - Malkina, Anastasiya
AU - Shemyakina, Olesya A
AU - Nosyreva, Valentina
AU - Borisova, Angela
AU - Khutsishvili, Spartak S.
AU - Krivdin, LB
PY - 2009
DA - 2009/07/10
PB - Georg Thieme Verlag KG
SP - 3136-3142
IS - 18
VL - 2009
SN - 0039-7881
SN - 1437-210X
ER -
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BibTex (up to 50 authors)
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@article{2009_Trofimov,
author = {B. A. Trofimov and Anastasiya Malkina and Olesya A Shemyakina and Valentina Nosyreva and Angela Borisova and Spartak S. Khutsishvili and LB Krivdin},
title = {Synthesis of Functionalized l-Cysteine and l-Methionine by Reaction with Electron-Deficient Acetylenes},
journal = {Synthesis},
year = {2009},
volume = {2009},
publisher = {Georg Thieme Verlag KG},
month = {jul},
url = {https://doi.org/10.1055/s-0029-1217602},
number = {18},
pages = {3136--3142},
doi = {10.1055/s-0029-1217602}
}
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Trofimov, B. A., et al. “Synthesis of Functionalized l-Cysteine and l-Methionine by Reaction with Electron-Deficient Acetylenes.” Synthesis, vol. 2009, no. 18, Jul. 2009, pp. 3136-3142. https://doi.org/10.1055/s-0029-1217602.
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