32746-79-5Relevant articles and documents
Enantioselective and protecting group-free synthesis of 1-deoxythionojirimycin, 1-deoxythiomannojirimycin, and 1- deoxythiotalonojirimycin
Gunasundari, Thanikachalam,Chandrasekaran, Srinivasan
supporting information; experimental part, p. 6685 - 6688 (2010/12/25)
1-Deoxythioglyconojirimycins were synthesized by using a protecting group-free strategy, starting from readily available carbohydrates, in good overall yield. Use of benzyltriethylammonium tetrathiomolybdate, [BnEt 3N]2MoS4, as a sulfur transfer reagent and borohydride exchange resin (BER) reduction of a lactone enabled the efficient synthesis of the title compounds.
δ-Galactonolactone: Synthesis, isolation, and comparative structure and stability analysis of an elusive sugar derivative
Bierenstiel, Matthias,Schlaf, Marcel
, p. 1474 - 1481 (2007/10/03)
δ-D-Gluconolactone, δ-D-mannonolactone, and - for the first time - the thermodynamically unstable δ-D-galactonolactone have been prepared and isolated from DMF solution by oxidizing the corresponding sugars with Shvo's catalyst [(C4Ph4CO)(CO)2Ru] 2 and a hydrogen acceptor. The preferred conformation of δ-D-galactonolactone in [D6] DMSO solution has been determined by 1H NMR spectroscopy experiments and DFT calculations to be 4H3 and is compared to those of the previously established conformations of δ-D-gluconolactone (4H3) and δ-D-mannonolactone (B2,5), The conformations of the lactones suggest an explanation for their relative rates of isomerization to their respective γ-D-lactones by an intramolecular mechanism. Wiley-VCH Verlag GmbH & Co, KGaA, 69451 Weinheim, Germany, 2004.
Kinetics of Ru(III) Catalysed Oxidation of Aldoses by N-Bromosuccinimide in Aqueous Acetic Acid
Kistayya, T.,Reddy, M. Surekha,Kandlikar, Sushama
, p. 905 - 907 (2007/10/02)
The title reaction, studied in the presence of mercuric acetate, sulphuric acid and 10percent (v/v) acetic acid, is first order in both in the presence and absence of catalyst.However, the order in in the absence of catalyst, Ru(III) is unity which changes to fractional order in the presence of it.Increase in retards the reaction rate.The order of reactivities of different aldoses is: D-arabinose > D-xylose > D-galactose > D-mannose > D-glucose.Individual rate constants (k), formation constants (K) of the complex of aldoses and the catalyst and corresponding thermodynamic parameters have been evaluated and a suitable mechanism involving the α-anomer of aldose as the reactive substrate species has been suggested.