ORGN 510 |
| The decarboxylation of amino acid esters protected as diphenyl ketimines has been shown to proceed in the presence of a Pd(0) catalyst. The reaction produces homoallylic amines through a conceptually new bio-inspired route in which an electrophilic allyl moiety couples with an α-imino anion. Mechanistic information has been ascertained from the isolation aziridine side products, as well as from studies on the stereospecificity of the reaction. Efforts to maximize the stereospecificity of the transformation as well as studies on the effectiveness of chiral ligands in inducing stereocontrol during the C-C bond forming step will be presented.
|
|
New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster
Sci-Mix
Division of Organic Chemistry |
