Organocatalytic entry into 2,6-disubstituted aza-Achmatowicz piperidinones: Application to (-)-sedacryptine and its epimer
Enantiomerically pure 2,6-disubstituted piperidinones were synthesized from furfural involving an organocatalyzed Mannich reaction, aza-Achmatowicz reaction, and an N-acyliminium ion-mediated coupling step. This approach was also successfully applied to a total synthesis of (-)-sedacryptine and one of its epimers.
Van Der Pijl, Ferdi,Harmel, Robert K.,Richelle, Gaston J. J.,Janssen, Peter,Van Delft, Floris L.,Rutjes, Floris P. J. T.
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p. 2038 - 2041
(2014/05/06)
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