145801-19-0Relevant academic research and scientific papers
Cyclic alkenenitriles: Chemoselective oxonitrile cyclizations
Fleming, Fraser F.,Funk, Lee A.,Altundas, Ramazan,Sharief, Vaqar
, p. 9414 - 9416 (2007/10/03)
Potassium tert-butoxide triggers the chemoselective cyclization between nitrile anions and remote, enolizable carbonyl groups, despite the acidity difference favoring enolate formation and addition to the nitrile group. Domino deprotonation, cyclization,
New syntheses of (±)-lamprolobine and (±)-epilamprolobine
Michael,Jungmann
, p. 10211 - 10220 (2007/10/02)
(±)-Lamprolobine 1 and (±)-epilamprolobine 4 were prepared by a route featuring sulphide contraction of thiolactam 7 with bromoacetonitrile to give vinylogous cyanamide 8, reduction and ring closure to the unsaturated quinolizidine 11, and selective reduction of the latter to set up appropriate stereochemistry for the target alkaloids.
