Showing papers by "Deevi Basavaiah published in 1984"
TL;DR: Synthese en particulier de nonene-6Eol-1 (pheromone de Ceratitis capitata) and son acetate (pheromeone de Dacus cucurbitae) a partir d'halogeno-1"alcene-1'yl-1 borinanne.
Abstract: Synthese en particulier de nonene-6Eol-1 (pheromone de Ceratitis capitata) et de son acetate (pheromone de Dacus cucurbitae) a partir d'halogeno-1'alcene-1'yl-1 borinanne
7 citations
TL;DR: The xylchloroborane-dimethyl sulfide (XCLDS) as mentioned in this paper was used as a catalyst for the conversion of 1-bromo-1-alkynes to the corresponding cis-vinylboranes.
Abstract: Thexylchloroborane-dimethyl sulfide (1) hydroborates representative 1-bromo-1-alkynes in the presence of 10% boron tribromide as a catalyst to afford thexyl-(cis-1-bromo-1-alkenyl)-chloroboranes (2). Treatment of these intermediates with isopropyl alcohol provides the corresponding isopropyl thexyl(cis-1-bromo-1-alkenyl)borinates (3B). Subsequent treatment with alkynyllithium gives the corresponding “ate” complexes (4) which undergo intramolecular migration of the alkynyl group from boron to the adjacent carbon, displacing the bromine, producing the corresponding cis-vinylboranes (5). These intermediates (5) provide the corresponding alkynyl ketones (6) on oxidation and the corresponding stereodefined conjugated enynes (7) of high isomeric purity on protonolysis. Yields in the range of 60–65% were realized.
4 citations
4 citations