1561891-08-4Relevant academic research and scientific papers
ZnII- and AuI-catalyzed regioselective hydrative oxidations of 3-En-1-ynes with selectfluor: Realization of 1,4-dioxo and 1,4-oxohydroxy functionalizations
Jadhav, Appaso Mahadev,Gawade, Sagar Ashok,Vasu, Dhananjayan,Dateer, Ramesh B.,Liu, Rai-Shung
, p. 1813 - 1817 (2014)
Catalytic 1,4-dioxo functionalizations of 3-en-1-ynes to (Z)- and (E)-2-en-1,4-dicarbonyl compounds are described. This regioselective difunctionalization was achieved in one-pot operation through initial alkyne hydration followed by in situ Selectfluor oxidation. The presence of pyridine alters the reaction chemoselectivity to give 4-hydroxy-2-en-1-carbonyl products instead. A cooperative action of pyridine and ZnII assists the hydrolysis of key oxonium intermediate.
