AN AB INITIO MOLECULAR ORBITAL STUDY ON THE LEWIS ACIDITY OF TMS-CL AND TMS-CN TOWARD AN ALPHA,BETA-UNSATURATED ALDEHYDE - ARE THESE ACID-BASE INTERACTIONS IMPORTANT IN ORGANOCUPRATE 1,4-ADDITIONS TO ENONES

摘要

High-level ab initio calculations were used to determine the effectiveness of commonly used silanes as Lewis acids toward acrolein as a model for Gilman cuprate conjugate addition reactions. The data suggest that complexation with an enone is by a weak dipole-dipole interaction and is not directly responsible for the rate accelerating effect of TMS-X. Copyright (C) 1996 Elsevier Science Ltd [References: 19]