Synthesis of Itaconic Acid Ester Analogues via Self-Aldol Condensation of Ethyl Pyruvate Catalyzed by Hafnium BEA Zeolites
- Authors:
-
- Department of Chemical Engineering, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, United States
- Publication Date:
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1245328
- Grant/Contract Number:
- FG0212ER16352
- Resource Type:
- Published Article
- Journal Name:
- ACS Catalysis
- Additional Journal Information:
- Journal Name: ACS Catalysis Journal Volume: 6 Journal Issue: 5; Journal ID: ISSN 2155-5435
- Publisher:
- American Chemical Society
- Country of Publication:
- United States
- Language:
- English
Citation Formats
Wang, Yuran, Lewis, Jennifer D., and Román-Leshkov, Yuriy. Synthesis of Itaconic Acid Ester Analogues via Self-Aldol Condensation of Ethyl Pyruvate Catalyzed by Hafnium BEA Zeolites. United States: N. p., 2016.
Web. doi:10.1021/acscatal.6b00561.
Wang, Yuran, Lewis, Jennifer D., & Román-Leshkov, Yuriy. Synthesis of Itaconic Acid Ester Analogues via Self-Aldol Condensation of Ethyl Pyruvate Catalyzed by Hafnium BEA Zeolites. United States. https://doi.org/10.1021/acscatal.6b00561
Wang, Yuran, Lewis, Jennifer D., and Román-Leshkov, Yuriy. Sun .
"Synthesis of Itaconic Acid Ester Analogues via Self-Aldol Condensation of Ethyl Pyruvate Catalyzed by Hafnium BEA Zeolites". United States. https://doi.org/10.1021/acscatal.6b00561.
@article{osti_1245328,
title = {Synthesis of Itaconic Acid Ester Analogues via Self-Aldol Condensation of Ethyl Pyruvate Catalyzed by Hafnium BEA Zeolites},
author = {Wang, Yuran and Lewis, Jennifer D. and Román-Leshkov, Yuriy},
abstractNote = {},
doi = {10.1021/acscatal.6b00561},
journal = {ACS Catalysis},
number = 5,
volume = 6,
place = {United States},
year = {Sun Apr 03 00:00:00 EDT 2016},
month = {Sun Apr 03 00:00:00 EDT 2016}
}
Free Publicly Available Full Text
Publisher's Version of Record
https://doi.org/10.1021/acscatal.6b00561
https://doi.org/10.1021/acscatal.6b00561
Other availability
Search WorldCat to find libraries that may hold this journal
Cited by: 48 works
Citation information provided by
Web of Science
Web of Science
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
Acid-catalyzed Oxidation of Levulinate Derivatives to Succinates under Mild Conditions
journal, March 2015
- Wang, Yuran; Vogelgsang, Ferdinand; Román-Leshkov, Yuriy
- ChemCatChem, Vol. 7, Issue 6
Aromatic catabolic pathway selection for optimal production of pyruvate and lactate from lignin
journal, March 2015
- Johnson, Christopher W.; Beckham, Gregg T.
- Metabolic Engineering, Vol. 28
Active Sites in Sn-Beta for Glucose Isomerization to Fructose and Epimerization to Mannose
journal, May 2014
- Bermejo-Deval, Ricardo; Orazov, Marat; Gounder, Rajamani
- ACS Catalysis, Vol. 4, Issue 7, p. 2288-2297
Bio-based production of organic acids with Corynebacterium glutamicum: Organic acid production with Corynebacterium glutamicum
journal, December 2012
- Wieschalka, Stefan; Blombach, Bastian; Bott, Michael
- Microbial Biotechnology, Vol. 6, Issue 2
Metalloenzyme-Like Zeolites as Lewis Acid Catalysts for CC Bond Formation
journal, September 2015
- Van de Vyver, Stijn; Román-Leshkov, Yuriy
- Angewandte Chemie International Edition, Vol. 54, Issue 43
Insights into the stability of gold nanoparticles supported on metal oxides for the base-free oxidation of glucose to gluconic acid
journal, January 2014
- Wang, Yuran; Van de Vyver, Stijn; Sharma, Krishna K.
- Green Chem., Vol. 16, Issue 2
Catalytic Dimerization of Crotonates
journal, August 2015
- Flanagan, James C. A.; Kang, Eun Joo; Strong, Nathaniel I.
- ACS Catalysis, Vol. 5, Issue 9
Biochemistry of microbial itaconic acid production
journal, January 2013
- Steiger, Matthias G.; Blumhoff, Marzena L.; Mattanovich, Diethard
- Frontiers in Microbiology, Vol. 4
A kinetic study of the aldol condensation of acetone using an anion exchange resin catalyst
journal, September 1997
- Podrebarac, G. G.; Ng, F. T. T.; Rempel, G. L.
- Chemical Engineering Science, Vol. 52, Issue 17
Sn-Beta catalysed conversion of hemicellulosic sugars
journal, January 2012
- Holm, Martin S.; Pagán-Torres, Yomaira J.; Saravanamurugan, Shunmugavel
- Green Chemistry, Vol. 14, Issue 3
Acid-Base Pairs in Lewis Acidic Zeolites Promote Direct Aldol Reactions by Soft Enolization
journal, July 2015
- Lewis, Jennifer D.; Van de Vyver, Stijn; Román-Leshkov, Yuriy
- Angewandte Chemie International Edition, Vol. 54, Issue 34
Spectroscopic Evidence for Open and Closed Lewis Acid Sites in ZrBEA Zeolites
journal, July 2015
- Sushkevich, Vitaly L.; Vimont, Alexandre; Travert, Arnaud
- The Journal of Physical Chemistry C, Vol. 119, Issue 31
Conversion of Levulinate into Succinate through Catalytic Oxidative CarbonCarbon Bond Cleavage with Dioxygen
journal, August 2013
- Liu, Junxia; Du, Zhongtian; Lu, Tianliang
- ChemSusChem, Vol. 6, Issue 12
Biomass into Chemicals: Aerobic Oxidation of 5-Hydroxymethyl-2-furfural into 2,5-Furandicarboxylic Acid with Gold Nanoparticle Catalysts
journal, December 2009
- Casanova, Onofre; Iborra, Sara; Corma, Avelino
- ChemSusChem, Vol. 2, Issue 12
Biotechnological production of pyruvic acid
journal, November 2001
- Y., Li; J., Chen; S. -Y., Lun
- Applied Microbiology and Biotechnology, Vol. 57, Issue 4
Efficient, metal-free production of succinic acid by oxidation of biomass-derived levulinic acid with hydrogen peroxide
journal, January 2015
- Dutta, Saikat; Wu, Linglin; Mascal, Mark
- Green Chemistry, Vol. 17, Issue 4
Computational Insight into the Effect of Sn-Beta Na Exchange and Solvent on Glucose Isomerization and Epimerization
journal, August 2015
- Christianson, Jeffrey R.; Caratzoulas, Stavros; Vlachos, Dionisios G.
- ACS Catalysis, Vol. 5, Issue 9
Transformation of Biomass into Commodity Chemicals Using Enzymes or Cells
journal, August 2013
- Straathof, Adrie J. J.
- Chemical Reviews, Vol. 114, Issue 3
Efficiency in Isotetronic Acid Synthesis via a Diamine−Acid Couple Catalyzed Ethyl Pyruvate Homoaldol Reaction
journal, October 2005
- Dambruoso, Paolo; Massi, Alessandro; Dondoni, Alessandro
- Organic Letters, Vol. 7, Issue 21
Probing Lewis Acid Sites in Sn-Beta Zeolite
journal, February 2013
- Roy, Sounak; Bakhmutsky, Kevin; Mahmoud, Eyas
- ACS Catalysis, Vol. 3, Issue 4
Metalloenzyme-like catalyzed isomerizations of sugars by Lewis acid zeolites
journal, June 2012
- Bermejo-Deval, R.; Assary, R. S.; Nikolla, E.
- Proceedings of the National Academy of Sciences, Vol. 109, Issue 25
DBU/Et 3 N-Mediated Sequential Homoaldol-Lactonization-Alkylation Reactions of Ethyl Pyruvate: One-Pot Synthesis of O-Protected Isotetronic Acids
journal, February 2008
- Sun, Yuzhu; Chen, Huansheng; Li, Zhiming
- Synthesis, Vol. 2008, Issue 4
Diels–Alder and Dehydration Reactions of Biomass-Derived Furan and Acrylic Acid for the Synthesis of Benzoic Acid
journal, October 2015
- Mahmoud, Eyas; Yu, Jingye; Gorte, Raymond J.
- ACS Catalysis, Vol. 5, Issue 11
Highly Selective Condensation of Biomass-Derived Methyl Ketones as a Source of Aviation Fuel
journal, April 2015
- Sacia, Eric R.; Balakrishnan, Madhesan; Deaner, Matthew H.
- ChemSusChem, Vol. 8, Issue 10
Deactivation mechanisms of tin-zeolites in biomass conversions
journal, January 2016
- Lari, G. M.; Dapsens, P. Y.; Scholz, D.
- Green Chemistry, Vol. 18, Issue 5
Solid Lewis Acids Catalyze the Carbon–Carbon Coupling between Carbohydrates and Formaldehyde
journal, January 2015
- Van de Vyver, Stijn; Odermatt, Caroline; Romero, Kevin
- ACS Catalysis, Vol. 5, Issue 2
Effect of vitamin concentration on the synthesis of lactate, ethanol, pyruvate, and ethyl acetate in cells of the yeast Dipodascus magnusii
journal, August 2008
- Il’chenko, A. P.; Shcherbakova, V. A.
- Microbiology, Vol. 77, Issue 4
Top Value Added Chemicals From Biomass: I. Results of Screening for Potential Candidates from Sugars and Synthesis Gas
report, November 2004
- Werpy, Todd A.; Holladay, John E.; White, James F.
Titration and quantification of open and closed Lewis acid sites in Sn-Beta zeolites that catalyze glucose isomerization
journal, March 2016
- Harris, James W.; Cordon, Michael J.; Di Iorio, John R.
- Journal of Catalysis, Vol. 335
Tin-containing zeolites are highly active catalysts for the isomerization of glucose in water
journal, March 2010
- Moliner, M.; Roman-Leshkov, Y.; Davis, M. E.
- Proceedings of the National Academy of Sciences, Vol. 107, Issue 14, p. 6164-6168
DFT Study of Closed and Open Sites of BEA, FAU, MFI, and BEC Zeolites Substituted with Tin and Titanium
journal, January 2016
- Montejo-Valencia, Brian D.; Salcedo-Pérez, José L.; Curet-Arana, María C.
- The Journal of Physical Chemistry C, Vol. 120, Issue 4
Direct fungal fermentation of lignocellulosic biomass into itaconic, fumaric, and malic acids: current and future prospects
journal, April 2015
- Mondala, Andro H.
- Journal of Industrial Microbiology and Biotechnology, Vol. 42, Issue 4
A Continuous Flow Strategy for the Coupled Transfer Hydrogenation and Etherification of 5-(Hydroxymethyl)furfural using Lewis Acid Zeolites
journal, July 2014
- Lewis, Jennifer D.; Van de Vyver, Stijn; Crisci, Anthony J.
- ChemSusChem, Vol. 7, Issue 8
Lewis and Brönsted acidic sites in M4+-doped zeolites (M=Ti, Zr, Ge, Sn, Pb) as well as interactions with probe molecules: A DFT study
journal, November 2012
- Yang, Gang; Zhou, Lijun; Han, Xiuwen
- Journal of Molecular Catalysis A: Chemical, Vol. 363-364
An examination of alkali-exchanged BEA zeolites as possible Lewis-acid catalysts
journal, May 2016
- Yu, Jingye; Luo, Jing; Zhang, Yiwei
- Microporous and Mesoporous Materials, Vol. 225
Determination of the catalytically active oxidation Lewis acid sites in Sn-beta zeolites, and their optimisation by the combination of theoretical and experimental studies
journal, August 2005
- Boronat, M.; Concepcion, P.; Corma, A.
- Journal of Catalysis, Vol. 234, Issue 1
Confinement Effects in Lewis Acid-Catalyzed Sugar Conversion: Steering Toward Functional Polyester Building Blocks
journal, September 2015
- De Clercq, Rik; Dusselier, Michiel; Christiaens, Charles
- ACS Catalysis, Vol. 5, Issue 10
Biotechnological production of itaconic acid and its biosynthesis in Aspergillus terreus
journal, July 2009
- Okabe, Mitsuyasu; Lies, Dwiarti; Kanamasa, Shin
- Applied Microbiology and Biotechnology, Vol. 84, Issue 4
Direct catalytic asymmetric aldol reactions of pyruvates: scope and mechanism
journal, January 2004
- Gathergood, Nicholas; Juhl, Karsten; Poulsen, Thomas B.
- Org. Biomol. Chem., Vol. 2, Issue 7
With Open Arms: Open Sites of ZrBEA Zeolite Facilitate Selective Synthesis of Butadiene from Ethanol
journal, July 2015
- Sushkevich, Vitaly L.; Palagin, Dennis; Ivanova, Irina I.
- ACS Catalysis, Vol. 5, Issue 8
Coupling chemical and biological catalysis: a flexible paradigm for producing biobased chemicals
journal, April 2016
- Schwartz, Thomas J.; Shanks, Brent H.; Dumesic, James A.
- Current Opinion in Biotechnology, Vol. 38
Mechanism of Glucose Isomerization Using a Solid Lewis Acid Catalyst in Water
journal, October 2010
- Román-Leshkov, Yuriy; Moliner, Manuel; Labinger, Jay A.
- Angewandte Chemie International Edition, Vol. 49, Issue 47, p. 8954-8957
Acidity and defect sites in titanium silicalite catalyst
journal, March 2008
- Yang, Gang; Lan, Xijie; Zhuang, Jianqin
- Applied Catalysis A: General, Vol. 337, Issue 1