REARRANGEMENTS OF TRICYCLO[5.3.1.0]UNDECATRIENYL ANION - CHEMICAL EVIDENCE SUPPORTING CYCLOPROPANE RING CIRCUMAMBULATION OF ANIONIC SPECIES

Authors
ODA M MASAKI Y OKAZAKI Y KAJIOKA T IZAWA M MIYATAKE R KURODA S SCOTT LT
Citation
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
Citations number
30
Categorie Soggetti
Chemistry
Journal title
Chemistry Letters → ACNP
ISSN journal
03667022
Issue
7
Year of publication
1997
Pages
595 - 596
Database
ISI
SICI code
0366-7022(1997):7<595:ROTA-C>2.0.ZU;2-4
Abstract
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.