M. Oda et al., REARRANGEMENTS OF TRICYCLO[5.3.1.0]UNDECATRIENYL ANION - CHEMICAL EVIDENCE SUPPORTING CYCLOPROPANE RING CIRCUMAMBULATION OF ANIONIC SPECIES, Chemistry Letters, (7), 1997, pp. 595-596
The tricyclic anion 5, generated from the corresponding hydrocarbon 3
with n-BuLi, undergoes the circumambulatory rearrangement at -78 degre
es C to afford the anion 6, which stereoselectively reacts with deuter
ium oxide at low temperature and undergoes further rearrangements to t
he stable cyclopentadienyl anion derivative 9 at elevated temperature.