Facile synthesis of 3,4-dihydro-4,4-dimethyl-2H-pyran-2-one via palladium catalyzed terminal oxidation of 3,3-dimethyl-4-pentenoates-Science-Chemical Encyclopedia-lookchem

Facile synthesis of 3,4-dihydro-4,4-dimethyl-2H-pyran-2-one via palladium catalyzed terminal oxidation of 3,3-dimethyl-4-pentenoates
Add time:08/31/2019 Source:sciencedirect.com

Selective terminal oxidation of 3,3-dimethyl-4-pentenoates does occur under chloride-free Wacker conditions [Pd(OAc)2/O2] in AcOH to give 5-acetoxy-3,3-dimethyl-4-pentenoates (7) and their analogues (2, 8) in good yields. Successive cyclization of 7 and 8 at vapor phase pyrolysis on SiO2 affords 3,4-dihydro-4,4-dimethyl-2H-pyran-2-one (1).

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