4741-41-7Relevant academic research and scientific papers
A concise diastereoselective approach to (+)-dexoxadrol, (-)-epi-dexoxadrol, (-)-conhydrine and (+)-lentiginosine from (-)-pipecolinic acid
Bhat, Chinmay,Tilve, Santosh G.
, p. 10876 - 10883 (2014/01/06)
A new diastereoselective pathway for the total synthesis of (+)-dexoxadrol, first asymmetric synthesis of (-)-epi-dexoxadrol and formal synthesis of conhydrine and (+)-lentiginosine is presented using commercially available (-)-pipecolinic acid. The key reactions utilized are Sharpless asymmetric dihydroxylation and Wittig reaction. The paper further describes the study of effect of protecting groups on dihydroxylation of a terminal olefin in piperidine ring system.
An expeditious method for the first asymmetric synthesis of dexoxadrol from the chiral pool
Etayo, Pablo,Badorrey, Ramón,Díaz-De-Villegas, María D.,Gálvez, José A.,López-Ram-De-Víu, Pilar
experimental part, p. 1775 - 1778 (2010/10/20)
A new, straightforward and high-yielding methodology for the asymmetric synthesis of 2-(1,3-dioxolan-4-yl)piperidines is described. This approach involves a highly stereoselective addition of vinylmagnesium bromide to N-(3-butenyl)imines derived from d-gl
Synthesis and SAR studies of chiral non-racemic dexoxadrol analogues as uncompetitive NMDA receptor antagonists
Banerjee, Ashutosh,Schepmann, Dirk,K?hler, Jens,Würthwein, Ernst-Ulrich,Wünsch, Bernhard
experimental part, p. 7855 - 7867 (2011/02/22)
A series of chiral non-racemic dexoxadrol analogues with various substituents in position 4 of the piperidine ring was synthesized and pharmacologically evaluated. Only the enantiomers having (S)-configuration at the 2-position of the piperidine ring and
