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

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...

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Veröffentlicht in:Organic letters 2002-12, Vol.4 (25), p.4391-4393
Hauptverfasser: Kozlowski, Marisa C, Waters, Stephen P, Skudlarek, Jason W, Evans, Catherine A
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Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol026971w