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Synthesis of phenylseleno sugars from epoxides and of α,β-unsaturated carbonyl derivatives for the study of their insecticidal activity

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Abstract(s)

This work reports the synthesis of sugar epoxides and their derivatives obtained by reaction with the dianion of phenyl selenoacetic acid. Approaches to the introduction of α,β-unsaturated carbonyl units in pyranoid systems were investigated. Preparation of a protected D-glycero-hex-3-enepyranosid-2-ulose and of a D-erythro-hex-2-enono-1,5-lactone is described. Some of the synthesized compounds possess insecticidal activity against fruit flies, house flies, and white flies.

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sugar epoxides phenylseleno sugars α,β-unsaturated carbonyl moiety insecticidal activity

Citation

Rauter, A.P.; Canda, T.; Justino, J.; Ismael, M.I. & Figueiredo, J.A. (2004) Synthesis of phenylseleno sugars from epoxides and of α,β-unsaturated carbonyl derivatives for the study of their insecticidal activity. Journal of Carbohydrate Chemistry, 23(4): 239-251. https://doi.org/10.1081/CAR-200030077

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