Synthesis and Resolution of Tetrahydropyran Carboxylic Acids and the Bioevaluation of Their Esters as Cockroach Attractants

Attractiveness of Insecticide Baits for Cockroach Control (Dictyoptera: Blattellidae) - Laboratory and Field Studies

“…This view is also supported by the response of cockroaches to bread. Several studies have examined the attractiveness of various food stuffs and chemicals to cockroaches (Tsuji 1966;Sugawara et al 1975aSugawara et al , 1975bReierson and Rust 1977;Rust and Reierson 1981;Ballard and Gold 1982;Wileyto and Boush 1983;Brenner and Patterson 1989;Brenner and Pierce 1991;Pandey et al 1994Pandey et al , 1995, and bread has emerged as one of the most attractive food substances; it is frequently used in trapping studies in apartments, often mixed with beer Bennett 1982, 1983;Barcay et al 1990). Bread was highly attractive in our olfactory assays (Fig.…”

Synthesis and Bioevaluation of Alicyclic and Heterocyclic Alkanoates as Cockroach Attractants

“…The results showed that both the resolved isomers were substantially more active than the racemic mixture. 4 ) Since the tetrahydropyran esters showed promise as attractants, a study was initiated to find out whether exchange of the ° II -CO group from the acid components in the heterocyclic ring to the alcohol part would yield new attractants with better activity. Two objectives were in mind while initiating such a study.…”

The reaction of 3,4‐dihydro‐2H‐pyran with oxalyl chloride: Formation and crystal structure analysis of an unexpected bicyclic product

“…Despite their structural simplicity, tetrahydropyran‐3‐carboxylic acid and its esters display interesting biological activities as attractants for cockroaches [1–3]. One approach toward these compounds proceeds via hydrogenation of dihydropyran‐3‐carboxylic acid derivatives 3 , which are in turn available by trichloroacetoxylation of dihydropyran ( 1 ) and subsequent methanolysis or basic hydrolysis of the intermediate trichloromethyl ketones 2 , as outlined in Scheme [4–6].…”