Formation and reactivity of new Nicholas-Ferrier pyranosidic cations: novel access to oxepanes via a 1,6-hydride shift/cyclization sequence.
Pyranosidic allylic (Ferrier) cations that share dicobalt hexacarbonyl propargyl (Nicholas) stabilization at C-1 display a remarkable reactivity leading to either substituted oxepanes or 3-C-branched pyranosides, depending on the substituent at O-6.
Gómez
Ana M
AM
Instituto de Química Orgánica General (CSIC), Juan de la Cierva 3, 28006 Madrid, Spain. anagomez@iqog.csic.es
Lobo
Fernando
F
Pérez de las Vacas
Daniel
D
Valverde
Serafín
S
López
J Cristóbal
JC