L-(S)-erythrulose a novel precursor to L-2,3-O-isopropylidene-C3 chirons

Wilde, H. De; Clercq, Pierre De; Vandewalle, M.; Röper, H.

doi:10.1016/s0040-4039(00)96618-8

Cited by 33 publications

(10 citation statements)

References 9 publications

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“…The potential of this new chiral building block for the synthesis of biologically active compounds, such as GABOB, Biotin, Swainsonin, etc. has been explored in depth at Gent University by the group of Prof. Vandewalle [27,28].…”

Section: Pharmaceuticals (Fig 14)mentioning

confidence: 99%

Erythritol, a New Raw Material for Food and Non‐food Applications

Röper¹,

Goossens²

1993

Starch Stärke

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In response to an increasing demand from consumers for healthier and calorie controlled foods, Cerestar has developed a new food ingredient, erythritol. Erythritol can be produced from starch by a full biotechnological process, combining enzymatic and fermentative conversions. The use of an osmophilic yeast allows the fermentation step to be performed at high dry substance, giving an economic advantage. An extremely pure end product is then easily obtained by final crystallisation. Erythritol is structurally a polyol and shares the health properties of other polyols such as being toothfriendly and safe for diabetics. However, it offers in addition two very important nutritional advantages: a lower calorific value (0.3 Kcal/g) and a good tolerance. This is due to its low molecular weight, which allows erythritol to be rapidly absorbed from the small intestine, with subsequent excretion in the urine. Fermentation in the colon is therefore excluded and any resulting gastro‐intestinal discomfort avoided. The combination of these properties makes erythritol a unique low calorie bulk sweetener. From a functionality point of view, erythritol is a moderately sweet bulking agent with a cooling taste: workability is similar to other polyols. It has a taste profile close to that of sucrose and may therefore improve the taste quality of a blend with intense sweeteners. Its low solubility and ease of crystallisation, make erythritol very suitable for applications which require a crystalline sweetener, such as chocolate. Other potential application areas are bakery, table‐top and confectionery. Presently erythritol is under evaluation to establish beyond any doubt its safety and to obtain food approval as a new, low calorie, bulk sweetener. Potential non‐food applications of erythritol are in polymers, fine chemicals and pharmaceutical intermediates.

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Section: Pharmaceuticals (Fig 14)mentioning

confidence: 99%

Erythritol, a New Raw Material for Food and Non‐food Applications

Röper¹,

Goossens²

1993

Starch Stärke

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“…2,3-O-Isopropylidene-L-glyceraldehyde was prepared from L-erythulose as described by Vandewalle [16]. 2,2-Dimethyl-1,3-dioxan-5-one was prepared from trishydroxyaminomethane hydrochloride as described by Doyle [17].…”

Section: Substrates Preparationmentioning

confidence: 99%

Stereoselective Aldol Reaction in Aqueous Solution Using Prolinamido-Glycosides as Water-Compatible Organocatalyst

Miura¹,

Machinami²

2015

MRC

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Prolinamido-glycoside catalyzed asymmetric aldol reaction in aqueous media is reported. The reactions are rapid and highly stereoselective when water is used as solvent. The stereoselectivities were under influence of configurations of a prolyl residue of the catalyst and α-chiral aldehydes. Water soluble prolinamido-glycoside catalysts are easily separable from reaction mixture and can be recycled and re-used several times.

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“…On the other hand starting from L-erythrulose the isopropylidene derivative of the well-known L-glyceraldehyde ( Fig. 26) could be made in three steps [52] which would serve as intermediate for the synthesis of p-adrenergic blockers, for platelet activating factors, prostaglandins and leucotriens. Fig.…”

Section: Active Materialsmentioning

confidence: 99%

New Industrial Products from Starch

Koch¹,

Röper²

1988

Starch Stärke

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The industrial (non-food) use of starch and starch-based products as renewable raw materials is discussed together with examples, in the following application areas: -Starch as auxiliary raw material: binder, adhesive, thickener, protective colloid. -Starch as raw material for new products in chemical or biotechnical processes: polyols, acids, polysaccharides, enzymes. -Starch as filler with specific functionality for synthetic polymers to improve application properties in e. g. polyethylene, polypropylene, polystyrene, polyurethane-foams, styreneibutadiene copolymers, polyvinylchloride. -Starch as reactive component to be incorporated during production of synthetic polymers leading to synergistic effects: urea/ formaldehyde resins, phenolic resins, alkyd-and melamine resins. -Starch-based active materials which either exhibit direct functionality themselves, (e. g. as surfactants, sequestrants and bleaching boosters) or which represent building blocks for the synthesis of chiral compounds for the pharmaceutical or the agro-industries. Neue lndustrieprodukte aus Starke. Die industrielle Nutzung des nachwachsenden Rohstoffs Starke und Starke basierender Produkte im Non-food-Bereich wird mit Beispielen unter folgenden Gesichtspunkten dargestellt und diskutiert: -Starke als Hilfsrohstoff: Bindemittel, Kleber, Dickungsmittel, Schutzkolloid. -Starke als Rohstoff fur neue Produkte durch chemische oder biotechnische Prozesse: Polyole, Sauren, Polysaccharide, Enzyme. -Starke als Fullstoff mit funktionellen Eigenschaften in synthetischen Polymeren zur Verbesserung von Polymer-Eigenschaften: Polyethylen, Polypropylen, Polystyrol, Polyurethan-Schaume, Styrolmutadien Copolymere, Polyvinylchlorid. -Starke als reaktive Komponente, verwendet bei der Herstellung synthetischer Polymerer unter Ausbildung synergistischer Effekte: HarnstoffiFormaldehyd-Harze, Phenol-Harze, Alkyd-und Melamin-Harze. -Starke basierende aktive Verbindungen, die selbst direkte Funktionalitat zeigen, z. B. als oberflachenaktive Substanzen, Sequestriermittel und Bleich-Verstarker oder die als Synthese-Bausteine fir chirale Verbindungen in der Pharma-oder Agrar-Industrie genutzt werden konnen. starchlstarke 40 (1988) Nr. 4, S. 121-131 0 VCH Verlagsgesellschaft mbH, D-6940 Weinheim, 1988 0038-9056/88/0404-0121$02.50/0 starchhtiirke 40 (1988) Nr. 4, S . 121-131

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L-(S)-erythrulose a novel precursor to L-2,3-O-isopropylidene-C3 chirons

Cited by 33 publications

References 9 publications

Erythritol, a New Raw Material for Food and Non‐food Applications

Erythritol, a New Raw Material for Food and Non‐food Applications

Stereoselective Aldol Reaction in Aqueous Solution Using Prolinamido-Glycosides as Water-Compatible Organocatalyst

New Industrial Products from Starch

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