First asymmetric synthesis of piperidine alkaloid (-)-morusimic acid D

Article abstract of DOI:10.1055/s-2008-1072737

The first asymmetric synthesis of (-)-morusimic acid D, a 2,3-trans-2,6-cis-2-methyl-6-substituted piperidin-3-ol containing alkaloid is reported. The key steps are the reductive alkylation of N,O-diprotected 3-hydroxyglutarimide, a stepwise reductive alkylation, and an asymmetric aldol-type reaction using a modified Evans chiral auxiliary. Georg Thieme Verlag Stuttgart.