- Previous Article
- Next Article
- Table of Contents
Journal of Molecular Catalysis A-Chemical, Vol.314, No.1-2, 1-9, 2009
Theoretical studies of stereoselectivities in the direct anti-Mannich and syn-aldol reactions catalyzed by axially chiral amino sulfonamide
The origins of the stereoselectivities in the axially chiral amino sulfonamide-catalyzed direct anti-Mannich and syn-aldol reactions have been studied with the aid of density functional theory method. Transition states of the stereochemistry-determining C-C bond-forming step with the enamine intermediate addition to the imine or aldehyde for the Subject Mannich and aldol reactions are reported BH and HLYP/6-31G** Calculations provide a good explanation for the diastereoselectivities in the chiral amino sulfoamide-catalyzed anti-Mannich and syn-aldol reactions Calculated and observed diastereomeric ratio and enantiomeric excess values are in good agreement. (C) 2009 Elsevier B V All rights reserved