A convenient route to alkaloid lipids: Application for the synthesis of a leptophylline A analogue

Article abstract of DOI:10.1055/s-2002-19302

A synthetic route for efficient access to alkaloid lipids, using the chiral 2,3,6-trisubstituted piperidine acetaldehyde 9 as an intermediate, is reported. The utility of the synthetic route was demonstrated in the asymmetric synthesis of an unnatural analogue of Cassia leptophylla alkaloid lipid, leptophyllin A, in 16 steps and 15% overall yield starting from D-glucal.