863211-90-9Relevant academic research and scientific papers
N-sulfinyl amines as a nitrogen source in the asymmetric intramolecular aza-michael reaction: Total synthesis of (-)-pinidinol
Fustero, Santos,Monteagudo, Silvia,Sanchez-Rosello, Maria,Flores, Sonia,Barrio, Pablo,Del Pozo, Carlos
supporting information; scheme or table, p. 9835 - 9845 (2010/10/19)
N-Sulfinyl amines have been successfully employed as nitrogen nucleophiles for the asymmetric intramolecular aza-Michael reaction. The synthetic strategy involves a cross-metathesis reaction followed by the Michael-type cyclization, either in a base-catalyzed two-step procedure or in a tandem fashion. The developed methodology allows access to chiral substituted pyrrolidines and piperidines bearing one or two stereocenters and it has been applied to the synthesis of the piperidine alkaloid (-)-pinidinol.
Anodic oxidation of chiral sulfinylamines: A new route to highly diastereoselective α-alkylation of piperidine
Turcaud, Serge,Martens, Thierry,Sierecki, Emma,Pérard-Viret, Jo?lle,Royer, Jacques
, p. 5131 - 5134 (2007/10/03)
The anodic oxidation of some chiral non-racemic N-arylsulfinyl piperidines was investigated and for the first time α methoxylated sulfinyl piperidines were obtained. The so-formed compounds are equivalent of chiral N-sulfinyliminiums and used as new inter
