28925-00-0Relevant articles and documents
A simple synthesis of acetyl and propionyl cyclododecanes
Zakharkin, L. I.,Guseva, V. V.,Antonova, G. N.
, p. 382 - 383 (1993)
1-Formyl-4,8-cyclododecadiene, obtained by hydroformylation of 1,5,9-cyclodecatriene, reacts with MeMgHal or EtMgHal to give 1-(1'-hydroxyethyl)- or 1-(1'-hydroxypropyl)-4,8-cyclodecadiene, respectively.The hydrogenation of their double bonds and subsequent oxidation of the resulting alcohols afford, in high yields, acetyl- or propionylcyclododecane, respectively.
Wanderungstendenzen cyclischer, polycyclischer und methylverzweigter Alkylreste bei der Beckmann-Umlagerung
Langhals, Heinz,Ruechardt, Christoph
, p. 3831 - 3854 (2007/10/02)
The migration aptitudes of polycyclic bridgehead groups, cycloalkyl groups as well as of β-, γ- and δ-branched alkyl groups in the Chapman variant of the Beckmann rearrangement were determined.From these data it is concluded that at transition state 2 the migrating group is not resembling a planarised carbenium ion R+, but rather a pentacoordinated carbonium ion structure.Because only small geometrical changes occur in the migrating group vertical stabilisation of charge at transition state is believed to have significant influence on the migration aptitudes.
