Issue 0, 1971

The chemistry of terpenes. Part III. The conversion of 2βH-pinan-3-one into 2βH-pinan-4-one

Abstract

The ketone transposition sequence for the conversion of 2βH-pinan-3-one (pinocamphone) into 2βH-pinan-4-one (trans-verbanone)via the reduction of 4-benzylidene-2βH-pinan-3-one with lithium aluminium hydride–lauminium chloride was unsuccessful owing to the failure of the reduction procedure to give 4-benzylidene-2βH-pinane. However, an alternative procedure via 3-acetoxy-4-benzylidene-2βH-pinane readily gave 2βH-pinan-4-one.

Article information

Article type
Paper

J. Chem. Soc. C, 1971, 3926-3929

The chemistry of terpenes. Part III. The conversion of 2βH-pinan-3-one into 2βH-pinan-4-one

R. A. Jones and T. C. Webb, J. Chem. Soc. C, 1971, 3926 DOI: 10.1039/J39710003926

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