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A higher order cuprate reacted with trans-2,3-epoxybutane a high yield both counted on the epoxide (96%) and on the haloalkane (85%). Enolate derived from trans-2,3-Epoxybutan has chiral recognition.
Erik Hedenström,; Hans-Erik Högberg. Efficient opening of trans-2,3-epoxybutane by a higher order cuprate: synthesis of erythro-3,7-dimethylpentadecan-2-yl acetate, pheromone of pine sawflies.. Tetrahedron. 1994, 50(17) ,5225-5232.
Stephen G. Daviesa,; David Middlemissb,; Alan Naylorb,; Martin Willsas. Chiral recognition in the reaction of the enolate derived from [(η5-C5H5)Fe(CO)(PPh3)COCH2OCH2Ph] with cis- and trans-2,3-epoxybutane: The stereoselective synthesis of cis and trans-βγ-disubstituted-γ-lactones. Journal name. 1989, 30 (5), 587-590.
Hazard Statements: H225-H315-H319-H341-H335
Highly flammable liquid and vapour. Causes skin irritation. Causes serious eye irritation. Suspected of causing genetic defects. May cause respiratory irritation.
Precautionary Statements: P210-P201-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Obtain special instructions before use. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.