American Chemical Society
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Computer-Aided Design of Chiral Ligands. Part III. A Novel Ligand for Asymmetric Allylation Designed Using Computational Techniques

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journal contribution
posted on 2002-11-21, 00:00 authored by Marisa C. Kozlowski, Stephen P. Waters, Jason W. Skudlarek, Catherine A. Evans
Computer-aided design protocols to identify new chiral ligands for reactions proceeding through well-defined transition states are outlined. Ligand families are discovered via computational screening of large structural databases such as the Cambridge Structural Database. Using this method, a novel cis-decalin ligand has been identified as a chiral auxiliary for the allylboration of aldehydes. Synthesis, resolution, and evaluation revealed that this new auxiliary provided the aldehyde facial approach upon which the design was predicated.