Lithiation and reactions of stilbene oxides: synthetic utility.
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.
Florio
Saverio
S
Dipartimento Farmaco-Chimico, University of Bari, C.N.R., Bari, Italy. florio@farmchim.uniba.it
Aggarwal
Varinder
V
Salomone
Antonio
A