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Catalytic Formation of Monosaccharides: From the Formose Reaction towards Selective Synthesis Review

Общее Language: Английский, Genre: Review,
Status: Published, Source type: Original
Journal ChemSusChem
ISSN: 1864-5631 , E-ISSN: 1864-564X
Output data Year: 2014, Volume: 7, Number: 7, Pages: 1833-1846 Pages count : 14 DOI: 10.1002/cssc.201400040
Tags aldol reaction, autocatalysis, biomass, carbohydrates, homogeneous catalysis, kinetics
Authors Delidovich Irina V. 1,2 , Simonov Alexandr N. 1,3 , Taran Oxana P. 1,4 , Parmon Valentin N. 1,5
Affiliations
1 Boreskov Institute of Catalysis SB RAS, Akademika Lavrentieva, 5, 630090, Novosibirsk (Russia)
2 RWTH Aachen University, Worringerweg, 1, 52074, Aachen (Germany)
3 School of Chemistry, Monash University, Clayton, Victoria 3800 (Australia)
4 Novosibirsk State Technical University, Karla Marksa, 20, 630037, Novosibirsk (Russia)
5 Novosibirsk State University, Pirogova, 2, 630090, Novosibirsk (Russia)

Funding (2)

1 Президиум РАН
2 Council for Grants of the President of the Russian Federation

Abstract: The formose reaction (FR) has been long the focus of intensive investigations as a simple method for synthesis of complex biologically important monosaccharides and other sugar-like molecules from the simplest organic substrate—formaldehyde. The fundamental importance of the FR is predominantly connected with the ascertainment of plausible scenarios of chemical evolution which could have occurred on the prebiotic Earth to produce the very first molecules of carbohydrates, amino- and nucleic acids, as well as other vitally important substances. The practical importance of studies on the FR is the elaboration of catalytic methods for the synthesis of rare and non-natural monosaccharides and polyols. This Minireview considers the FR from the point of view of chemists working in the field of catalysis with emphasis on the mechanisms of numerous parallel and consequent catalytic transformations that take place during the FR. Based on its kinetics, the FR may be considered as a non-radical chain process with degenerate branching. The Minireview also considers different approaches to the control of selectivity of carbohydrate synthesis from formaldehyde and lower monosaccharides.
Cite: Delidovich I.V. , Simonov A.N. , Taran O.P. , Parmon V.N.
Catalytic Formation of Monosaccharides: From the Formose Reaction towards Selective Synthesis
ChemSusChem. 2014. V.7. N7. P.1833-1846. DOI: 10.1002/cssc.201400040 publication_identifier_short.wos_identifier_type publication_identifier_short.scopus_identifier_type publication_identifier_short.rinz_identifier_type
Dates:
Submitted: Jan 10, 2014
Published online: Jun 16, 2014
Published print: Jul 1, 2014
Identifiers:
publication_identifier.wos_identifier_type WOS:000340361500004
publication_identifier.scopus_identifier_type 2-s2.0-84905393536
publication_identifier.rinz_identifier_type 23976753
publication_identifier.accession_number_identifier_type 2014:975062
publication_identifier.chemical_accession_number_identifier_type 161:215823
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