FACILE SYNTHESIS OF 3,4-DIHYDRO-4,4-DIMETHYL-2H-PYRAN-2-ONE VIA PALLADIUM CATALYZED TERMINAL OXIDATION OF 3,3-DIMETHYL-4-PENTENOATES

DOI: 10.1016/S0040-4039(00)84744-9

Source and publish data:

Tetrahedron Letters p. 3165 - 3168 (1986)

Update date:2022-07-30

Topics:

Authors:

Tanaka, Mariko

Urata, Hisao

Fuchikami, Takamasa

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Article abstract of DOI:10.1016/S0040-4039(00)84744-9

Selective terminal oxidation of 3,3-dimethyl-4-pentenoates does occur under chloride-free Wacker conditions 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).

Full text of DOI:10.1016/S0040-4039(00)84744-9

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