American Chemical Society
jo9b02651_si_002.cif (17.51 kB)

Regioselective Synthesis of Functionalized Dihydropyrones via the Petasis Reaction

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posted on 2019-12-26, 13:03 authored by Hui Li, Chun-xiao Cui, Guang-hua Zhang, Xiao-qiang Li, Jun Yang
A novel synthesis methodology for the construction of functionalized dihydropyrones has been developed with amines, glyoxylic acid, and 4-substituted-1,2-oxaborol-2­(5H)-ols from the Petasis reaction. Mechanistic investigation indicated the intermolecular SN2 cyclization to provide 3,6-dihydro-2H-pyran-2-ones (3,6-DHP) and 5,6-dihydro-2H-pyran-2-ones (5,6-DHP) in one step with moderate to excellent yields.