121822-00-2Relevant academic research and scientific papers
SYNTHETIS OF CYCLIC AND ACYCLIC β,γ-UNSATURATED CARBOXYLIC ACIDS VIA AN E1-TYPE IONIZATION/ELIMINATION OF β-LACTONES
Black, T. Howard,Eisenbeis, Shane A.,McDermott, Todd S.,Maluleka, Stephen L.
, p. 2307 - 2316 (2007/10/02)
Cyclic and acyclic ketones were converted in three steps into 3-alkenoic acids, bearing a variety of substituents in the α-position.The sequence, involving ionization/elimination of a β-lactone, affords high yields of pure products uncontaminated with conjugated isomers.Support for an E1-type mechanism is also provided.
AN EFFICIENT, HIGHLY REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED (1-CYCLOHEXENYL) ACETIC ACID DERIVATIVES VIA IONIZATION/ELIMINATION OF β-LACTONES
Black, T. Howard,Maluleka, Stephen L.
, p. 531 - 534 (2007/10/02)
When treated with magnesium bromide, spiro β-lactones undergo an ionization/elimination reaction to afford cyclohexenyl acetic acid derivatives in high yield and isomeric purity.
