220939-94-6Relevant articles and documents
Ring closing metathesis as an efficient approach to branched cyclitols and aminocyclitols: A short synthesis of valiolamine
Sellier, Odile,Van de Weghe, Pierre,Le Nouen, Didier,Strehler, Christiane,Eustache, Jacques
, p. 853 - 856 (1999)
Ring closing metathesis of sugar-derived 1,6 dienes is the key step for the construction of highly functionnalized cyclohexenes, precursors of branched cyclitols and aminocyclitols. The method has been used for a short synthesis of valiolamine.
Efficient synthesis of 8-oxa-bicyclo[3.2.1]octane derivatives from d-arabinose
Liu, Yi,Han, Tian-Xiang,Yang, Zhen-Jun,Zhang, Liang-Ren,Zhang, Li-He
, p. 2326 - 2331 (2008/02/13)
Our studies of the TIBAL-promoted Claisen rearrangement reaction and ring-closing metathesis (RCM) resulted in the development of an efficient synthetic route to polyfunctional seven-membered carbasugar synthons from d-arabinose. Moreover, the constructio
Synthesis of naturally occurring iminosugars from d-fructose by the use of a zinc-mediated fragmentation reaction
Lauritsen, Anne,Madsen, Robert
, p. 2898 - 2905 (2008/02/09)
A short synthesis of 1,4-dideoxy-1,4-imino-d-arabinitol (DAB) and a formal synthesis of australine are described. In both cases, d-fructose is employed as the starting material and converted into a protected methyl 6-deoxy-6-iodo- furanoside. Zinc-mediate
A polyhydroxylated cyclopentene: A useful synthon toward the synthesis of carbocyclic D-fructofuranoid
Seepersaud, Mohindra,Bucala, Richard,Al-Abed, Yousef
, p. 565 - 568 (2007/10/03)
A polyhydroxylated cyclopentene has been synthesized in five steps with an overall yield of 61%, starting from 2,3,5-tri-O-benzyl-D-arabinofuranose.
The Utility of 2,5-Dideoxy-2,5-imino-D-mannitol as a PFP Enzyme Inhibitor
Chorghade, Mukund S.,Cseke, Csaba T.,Liu, Paul S.
, p. 2251 - 2254 (2007/10/02)
2,5-Dideoxy-2,5-imino-D-mannitol was synthesized from an arabinofuranose derivative.Mercuric acetate cyclization of an ene-carbamate was the key step.The compound proved to be an inhibitor of the pyrophosphate-fructose-6-phosphate-1-phosphotransferase (PFP) enzyme and has potential utility in the biorational design of herbicides.