Synthesis of polynitrogenated analogues of glucopyranoses from levoglucosan

Bailliez, Vincent; Olesker, Alain; Cléophax, J.

doi:10.1016/j.tet.2003.11.080

Cited by 24 publications

(12 citation statements)

References 31 publications

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“…LG is mainly used as a chiral raw material to synthesize stereoregular polysaccharides (especially chiral chemicals) (Bailliez et al 2004;Bennett et al 2009) or as a chemical tracer of the atmospheric pollutant from combustion of biomass (Jordan et al 2006;Zangrando et al 2016). Some researchers have produced or extracted LG from bio-oil (Bennett et al 2009;Tessini et al 2011;Lu et al 2014).…”

Section: Introductionmentioning

confidence: 99%

Fractionation of Pyroligneous Acid: The First Step for the Recovery of Levoglucosan

Fang¹,

Li²,

Yi³

et al. 2016

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Levoglucosan (LG) obtained from lignocellulosic biomass exhibits great potential as a specific tracer for biomass burning aerosols and as a raw material for synthesizing stereoregular polysaccharides. One potentially viable source of LG is pyroligneous acid (PA). This study investigated the effects of heating temperature on the extraction capability and the chemical composition of distillate and residual fractions. The results demonstrated that vacuum distillation extracted the acids, alcohols, ketones, aldehydes, and other organic matter. When the heating temperature was above 80 °C, the moisture content of the residual fraction was unchanged. The chemical composition of residual fraction was analyzed by gas chromatography-mass spectrometry (GC-MS). The analysis showed that the relative content of the LG, as obtained from the 90 °C distillation temperature, was 75.6%. Thus, it can be used as raw material for subsequent purification.

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Section: Introductionmentioning

confidence: 99%

Fractionation of Pyroligneous Acid: The First Step for the Recovery of Levoglucosan

Fang¹,

Li²,

Yi³

et al. 2016

BioResources

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“…Notably, the rigid conformation and the sterically hindered b-D-face of the molecule are advantageous for regioselective protection of the OH groups [2] and stereoselective functionalization [3]. Preparation of various biologically active compounds such as antibiotic macrolides [4][5][6][7][8] has been approached starting from levoglucosan [4][5][6][7][8][9][10][11]. Saccharification through rapid or vacuum pyrolysis of cellulosic biomass has also been proposed as a pretreatment method for ethanol fermentation [12][13][14].…”

Section: Introductionmentioning

confidence: 99%

Secondary decomposition of levoglucosan in pyrolytic production from cellulosic biomass

Kawamoto

Morisaki

Saka

2009

Journal of Analytical and Applied Pyrolysis

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“…The chemistry of LG has long been known, and it can be used as a chiral synthon for the synthesis of stereoregular polysaccharides possessing biological activities (Miftakhov et al, 2001;Bailliez et al, 2004). Moreover, LG can also be hydrolyzed to glucose, providing a potentially rapid route to produce bio-ethanol (Bennett et al, 2009).…”

Section: Levoglucosanmentioning

confidence: 99%