1119-43-3Relevant articles and documents
H2-Free Re-Based Catalytic Dehydroxylation of Aldaric Acid to Muconic and Adipic Acid Esters
Ho?evar, Brigita,Pra?nikar, An?e,Hu?, Matej,Grilc, Miha,Likozar, Bla?
, p. 1244 - 1253 (2021)
As one of the most demanded dicarboxylic acids, adipic acid can be directly produced from renewable sources. Hexoses from (hemi)cellulose are oxidized to aldaric acids and subsequently catalytically dehydroxylated. Hitherto performed homogeneously, we present the first heterogeneous catalytic process for converting an aldaric acid into muconic and adipic acid. The contribution of leached Re from the solid pre-reduced catalyst was also investigated with hot-filtration test and found to be inactive for dehydroxylation. Corrosive or hazardous (HBr/H2) reagents are avoided and simple alcohols and solid Re/C catalysts in an inert atmosphere are used. At 120 °C, the carboxylic groups are protected by esterification, which prevents lactonization in the absence of water or acidic sites. Dehydroxylation and partial hydrogenation yield monohexenoates (93 %). For complete hydrogenation to adipate, a 16 % higher activation barrier necessitates higher temperatures.
Syntheses and biological properties of brefeldin analogues
Foerster, Sebastian,Persch, Elke,Tverskoy, Olena,Rominger, Frank,Helmchen, Guenter,Klein, Christian,Goenen, Basak,Bruegger, Britta
experimental part, p. 878 - 891 (2011/04/26)
Total and partial syntheses of brefeldin analogues are described. (6R)-Hydroxy-BFA (5) was obtained through a total synthesis from (1S,2R)-2-[(trityloxy)methyl]cyclopent-3-ene-1-carbonitrile (cis-8) in 13 steps. The BFA lactam analogue 6 was prepared via
An efficient synthesis of 3'-spiro sultone nucleosides functionalized on the sultone moiety via Pd-catalyzed cross-coupling reaction
Lobaton,Camarasa,Velazquez
, p. 1312 - 1314 (2007/10/03)
We describe the first efficient application of the Stille coupling reaction on iodo 3'-spiro sultone nucleosides. The yield and rate of the reaction are significantly affected by the addition of copper iodide as cocatalyst, AsPh3 as ligand and organostannane stoichiometry. Using this technology a number of alkenyl-, phenyl- and allyl-substituted 3'-spiro sultone nucleosides were produced.