ORGN 140 |
| This poster will describe a novel series of molecular scaffolds for the acceleration of iminium ion catalysed processes. Drawing inspiration from Corey's 8-phenyl menthol chiral auxiliary we have developed a concise synthesis of a new family of secondary amines and investigated their catalytic activity in the Diels-Alder reaction. Importantly, starting from (+)-pulegone as the source of chirality the nature of the asymmetric induction in the catalytic reaction can be altered by use of either the cis- or the trans-catalyst. Our investigations into variation of the nature of the aromatic to modulate a proposed face-face p-p interaction in the transition state will also be reported.
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Asymmetric Reactions and Syntheses, Metal-Mediated Reactions, Combinatorial, Parallel, and Solid-Phase Chemistry
8:00 PM-10:00 PM, Sunday, 10 September 2006 Moscone Center -- Hall D, Poster
Division of Organic Chemistry |
