309723-10-2Relevant articles and documents
Chemo-Enzymatic Metathesis/Aromatization Cascades for the Synthesis of Furans: Disclosing the Aromatizing Activity of Laccase/TEMPO in Oxygen-Containing Heterocycles
Risi, Caterina,Zhao, Fei,Castagnolo, Daniele
, p. 7264 - 7269 (2019/10/02)
The unprecedented Trametes versicolor laccase/TEMPO-catalyzed aromatization of 2,5-dihydrofurans to furans is described. A variety of furan derivatives have been synthesized in moderate to high conversions (21-99%) and yields (20-76%) under mild reaction
A synthesis of densely functionalized 2,3-dihydropyrans using ring-closing metathesis and base-induced rearrangements of dihydropyran oxides
Schmidt, Bernd,Wildemann, Holger
, p. 3145 - 3163 (2007/10/03)
The preparation of dihydropyran and dihydrofuran oxides and their rearrangement in the presence of lithium dialkylamides to functionalized 2,3-dihydropyrans or 2,3-dihydrofurans, respectively, is described. The regiochemical outcome of the reaction can be influenced by the relative configuration of the starting epoxides and the steric demand of the base. The 2,3-dihydropyrans obtained were converted stereoselectively to difunctionalized 3,4-dihydropyrans by the carbon-Ferrier reaction, or to fused acetals by addition of dimedone, mediated by ceric ammonium nitrate. The stereochemical results are rationalized by mechanistic proposals.