156574-68-4Relevant academic research and scientific papers
Radical-polar crossover domino reactions involving organozinc reagents and β-(allyloxy)-enoates
Giboulot, Steven,Pérez-Luna, Alejandro,Botuha, Candice,Ferreira, Franck,Chemla, Fabrice
, p. 3963 - 3966 (2008)
Organozinc reagents (organozinc halides, diorganozincs and mixed copper-zinc reagents) react with β-(allyloxy)-enoates via a radical-polar crossover process to afford substituted furans in one single synthetic step following a domino reaction involving Michael addition and carbocyclisation. Reversal of diastereoselectivity can be obtained varying the organometallic and/or the reaction conditions.
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
Microwave enabled external carboxymethyl substituents in the ring-closing metathesis
Yang, Cangming,Murray, William V.,Wilson, Lawrence J.
, p. 1783 - 1786 (2007/10/03)
The ring-closing metathesis of diolefin substrates containing an external carboxymethyl substituent is presented. The reaction is enabled through microwave irradiation allowing greatly enhanced yields and conversion rates. The reaction results in the formation of carboxymethyl substituted dihydropyrroles, dihydrofurans, and cyclopentenes. In certain cases, pyrroles are formed through further in situ oxidation.
