87167-69-9Relevant academic research and scientific papers
Novel Photochemical-Diradical Cyclization Methods for Protoberberine Alkaloid Synthesis. Preparation of (+/-)-Xylopinine and (+/-)-Stylopine
Dai-Ho, Ginny,Mariano, Patrick S.
, p. 704 - 706 (2007/10/02)
A new synthetic approach to members of the protoberberine alkaloid family based upon a photochemical-diradical cyclization methodology is described.
SYNTHETIC APPLICATION OF LITHIATION REACTIONS - XVI: SYNTHESES OF (+/-)TETRAHYDROPALMATINE, (+/-)CANADINE, (+/-)STYLOPINE AND (+/-)SINACTINE
Narasimhan, N. S.,Mali, R. S.,Kulkarni, B. K.
, p. 1975 - 1982 (2007/10/02)
N,N-Dimethyl-3,4-dimethoxy- and methylenedioxybenzylamines were lithiated and the organolithium intermediates treated with paraformaldehyde to give the 2-hydroxymethyl derivatives.The latter were converted to 7,8-dimethoxy- and methylenedioxyisochroman-3-ones through successive reaction with ClCOOEt, KCN and KOH.The isochromanones on condensation with homoveratrylamine or homopiperonylamine, followed by cyclisation and reduction furnished the protoberberine alkaloids.
