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

Rauter, A.P.Canda, T.Justino, JorgeIsmael, M.I.Figueiredo, J.A.2023-04-032023-04-032004Rauter, 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-2000300770732-8303http://hdl.handle.net/10400.15/4376This 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.engsugar epoxidesphenylseleno sugarsα,β-unsaturated carbonyl moietyinsecticidal activitySynthesis of phenylseleno sugars from epoxides and of α,β-unsaturated carbonyl derivatives for the study of their insecticidal activityjournal articlehttps://doi.org/10.1081/CAR-200030077