title: Lithiation and reactions of stilbene oxides: synthetic utility.
abstract: The lithiation of trans- and cis-stilbene oxides (+/-)-1 and 8 has been investigated. While with 8, lithiation occurred exclusively at the benzylic position, with the trans isomer (+/-)-1, ortho-lithiation competed with alpha-lithiation depending upon the experimental conditions. The configurational stability of the alpha-lithiated cis- and trans-stilbene oxides (+/-)-2 and (+/-)-9, respectively, was proved as well as that of scalemic stilbene oxide (R,R)-2.
authors.affiliation: Dipartimento Farmaco-Chimico, University of Bari, C.N.R., Bari, Italy. florio@farmchim.uniba.it
authors.forename: Saverio
authors.initials: S
authors.lastname: Florio
authors.forename: Varinder
authors.initials: V
authors.lastname: Aggarwal
authors.forename: Antonio
authors.initials: A
authors.lastname: Salomone