ChemInform Abstract: Organocatalytic Entry into 2,6‐Disubstituted Aza‐Achmatowicz Piperidinones: Application to (‐)‐Sedacryptine and Its Epimer.

Abstract

Organocatalytic Entry into 2,6-Disubstituted Aza-Achmatowicz Piperidinones: Application to (-)-Sedacryptine and Its Epimer. -(-)-Sedacryptine (XIII) and its epimer (XVI) are prepared via organocatalyzed Mannich, aza-Achmatowicz, and an N-acyliminium ion addition reaction from boc-protected furanyl amines. -(VAN DER PIJL, F.; HARMEL, R. K.; RICHELLE, G. J. J.; JANSSEN, P.; VAN DELFT, F. L.; RUTJES*, F. P. J. T.; Org. Lett. 16 (2014) 7, 2038-2041, http://dx.doi.org/10.1021/ol500633u ; Inst. Mol. Mater., Radboud Univ. Nijmegen, NL-6525 AJ Nijmegen, Neth.; Eng.) -F. Berndt