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
|
|
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.