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3-Substituted 2-Cyclopentenones from Cyclopentadienes

Oxidation of cyclopentadienes 1a-1j, which were prepared by alkylation of cyclopentadienyl anion with the corresponding alkyl bromides, with pyridinium chlorochromate (PCC) gave the 2-cyclopentenones 2a-2j respectively in 10-15percent yields.Reaction of 3 and 5 with PCC gave the spiro compounds 4 and 6 respectively in 75-80percent yields. Key Words 3-Substituted 2-cyclopentenones; Cyclopentadienes; PCC.

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Reference£º
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics