915216-10-3Relevant academic research and scientific papers
Enantioselective syntheses of ent-sedridine and (+)-coniine via proline-catalyzed mannich reaction
Nagata, Kazuhiro,Nishimura, Kosuke,Yokoya, Masashi,Itoh, Takashi
, p. 335 - 344 (2007/10/03)
Proline-catalyzed three component Mannich reaction using 5-hydroxypentanal as a substrate was achieved in high enantioselectivity to construct a chiral center at C-2 position of 2-substituted piperidine alkaloids. The method was applied to the total syntheses of ent-sedridine and (+)-coniine.
Total synthesis of ent-sedridine using proline-catalyzed asymmetric addition as a key step
Itoh, Takashi,Nishimura, Kosuke,Nagata, Kazuhiro,Yokoya, Masashi
, p. 2207 - 2210 (2007/10/03)
A total synthesis of ent-sedridine is described. The development of a new method for the construction of the C-2 chiral center of the piperidine ring was achieved using a proline-catalyzed Mannich reaction. Reaction of 4-hydroxybutanal and p-anisidine to
