Oxabicycloalkane pyrethroid intermediates

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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2603433R, C07D49304

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active

042579562

ABSTRACT:
Oxidation of 3,7,7-trimethyl-5-oxo-4-oxabicyclo[4.1.0]hept-2-ene with a peroxy acid affords the novel compound 2-acetoxy-6,6-dimethyl-4-oxo-3-oxabicyclo[3.1.0]hexane (IV) via the novel compounds 2,3-epoxy-3,7,7-trimethyl-5-oxo-4-oxabicyclo[4.1.0]heptane (II) and 2-acetyl-6,6-dimethyl-4-oxo-3-oxabicyclo[3.1.0]hexane (III). The four compounds are intermediates to pyrethroid insecticides.

REFERENCES:
patent: 3071600 (1963-01-01), Tinsley
patent: 3723469 (1973-03-01), Martel
patent: 4166063 (1979-08-01), Martel et al.
Williamson et al., J. Org. Chem. 32, pp. 3934-3937, 1967.

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