Development of Agriculture Left-Overs: Fine Organic Chemicals from Wheat Hemicellulose-Derived Pentoses

被引:55
作者
Martel, Frederic [2 ]
Estrine, Boris [2 ]
Plantier-Royon, Richard [1 ]
Hoffmann, Norbert [1 ]
Portella, Charles [1 ]
机构
[1] Univ Reims, Inst Chim Mol Reims, UFR Sci Exactes & Nat, CNRS,UMR 6229, F-51687 Reims 2, France
[2] Agroind Rech & Dev, F-51110 Pomacle, France
来源
CARBOHYDRATES IN SUSTAINABLE DEVELOPMENT I: RENEWABLE RESOURCES FOR CHEMISTRY AND BIOTECHNOLOGY | 2010年 / 294卷
关键词
D-Xylose; Enantiopure building-blocks; Furfural; L-Arabinose; Surfactants; TOTAL ASYMMETRIC-SYNTHESIS; DERIVATIVES NAKED SUGARS; ALPHA-GLUCOSIDASE INHIBITOR; C-NUCLEOSIDE SYNTHESIS; CHIRAL BUILDING-BLOCKS; DIELS-ALDER ADDITIONS; ENANTIOSELECTIVE SYNTHESIS; ENANTIOMERICALLY PURE; D-XYLOSE; EFFICIENT SYNTHESIS;
D O I
10.1007/128_2010_54
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This review is dedicated to wheat hemicelluloses and its main components D-xylose and L-arabinose as raw materials for fine organic chemistry. The context of the wheat agro-industry, its by-products, and extraction and hydrolysis of hemicelluloses to produce the pentoses are considered. The straightforward preparation of pentose-based surfactants, their properties, and their situation in the field of carbohydrate-based surfactants are addressed. Multistep transformations of pentoses are also described, first from a methodology point of view, with the aim of producing multifunctional enantiopure building-blocks, then considering targeted natural and/or bioactive products. Selected reactions of furfural, an important dehydration product of pentoses, are also presented.
引用
收藏
页码:79 / 115
页数:37
相关论文
共 305 条
[1]   Total synthesis of (+)-pinitol. [J].
Acena, JL ;
Arjona, O ;
Plumet, J .
TETRAHEDRON-ASYMMETRY, 1996, 7 (12) :3535-3544
[2]   Total synthesis of (+)-7-deoxypancratistatin from furan [J].
Aceña, JL ;
Arjona, O ;
León, ML ;
Plumet, J .
ORGANIC LETTERS, 2000, 2 (23) :3683-3686
[3]   SYNTHESIS OF METHYL 2,3-DIDEOXY-DL-ALK-2-ENOPYRANOSIDES FROM FURAN COMPOUNDS - GENERAL APPROACH TO TOTAL SYNTHESIS OF MONOSACCHARIDES [J].
ACHMATOWICZ, O ;
BUKOWSKI, P ;
SZECHNER, B ;
ZWIERZCHOWSKA, Z ;
ZAMOJSKI, A .
TETRAHEDRON, 1971, 27 (10) :1973-+
[4]   A practical synthesis of L-ribose [J].
Akagi, M ;
Omae, D ;
Tamura, Y ;
Ueda, T ;
Kumashiro, T ;
Urata, H .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2002, 50 (06) :866-868
[5]  
Akai S, 2002, CHEM-EUR J, V8, P4255, DOI 10.1002/1521-3765(20020916)8:18<4255::AID-CHEM4255>3.0.CO
[6]  
2-6
[7]   SIMILARITY IN REACTIVITY OF O2- AND DOUBLE-BOND TYPE LATTICE OXYGEN AS REVEALED BY VAPOR-PHASE CATALYTIC-OXIDATION OF FURAN TO MALEIC-ANHYDRIDE [J].
AKIMOTO, M ;
ECHIGOYA, E .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS I, 1977, 73 :193-202
[8]   1908: Giacomo Ciamician and the concept of green chemistry [J].
Albini, Angelo ;
Fagnoni, Maurizio .
CHEMSUSCHEM, 2008, 1 (1-2) :63-66
[9]  
ALIEV YY, 1959, KHIM KHLOPCHATNIKA A, P105
[10]   ENANTIOSELECTIVE SYNTHESIS OF (-)-CONDURAMINE C-1 AND AMINOBROMOCYCLITOL DERIVATIVES [J].
ALLEMANN, S ;
VOGEL, P .
HELVETICA CHIMICA ACTA, 1994, 77 (01) :1-9