ULTRASOUND IN ORGANIC SYNTHESIS 11.RETENTION OF OPTICAL ACTIVITY IN BARBIER REACTIONS FROM S(+) 2-OCTYL HALIDES. MECHANISTIC CONSEQUENCES

Article abstract of DOI:10.1016/S0040-4039(00)96033-7

S(+) 2-octyl halides react spontaneously or under sonication with lithium and cyclohexanone to give an optically active alcohol.Its enantiomeric excess and absolute configuration, strongly suggest the existence of 2 reactive intermediates following different stereochemical pathway to the condensation alcohol.