Author/Authors :
Gawley، نويسنده , , Robert E. and Barolli، نويسنده , , Graciela and Madan، نويسنده , , Sachin and Saverin، نويسنده , , Michele and O’Connor، نويسنده , , Sean، نويسنده ,
Abstract :
trans-Cumylcyclohexanol (TCC) is used as a chiral auxiliary for the stereoselective addition of tributyltinlithium to N-acylpyrrolidinium/piperidinium ion with 70–80% diastereoselectivity at 0 °C. After removal of the minor diastereomer by radial chromatography, enantiopure N-methyl-2-(tributylstannyl)pyrrolidine and piperidine were produced by reductive removal of the auxiliary.
Keywords :
TCC , (Stannanyl)pyrrolidines , N-acyliminium ion , asymmetric synthesis
