Diastereoconvergent Synthesis of <i>trans</i>-5-Hydroxy-6-Substituted-2-Piperidinones by Addition–Cyclization–Deprotection Process

Abstract

A diastereoselective one-pot approach to access <i>trans</i>-5-hydroxy-6-substituted-2-piperidinones by an addition–cyclization–deprotection process has been developed, in which the stereogenic center at the C-6 position was solely controlled by α-OTBS group. The utility of this transformation is demonstrated by the asymmetric synthesis of the enantiomer of (−)-CP-99,994