ORGN 141 |
| The asymmetric conjugate addition of carbon nucleophiles to electron-poor alkenes is an important transformation in modern synthetic chemistry. Malonates are an easily accessible source of donors as the two electron-withdrawing esters enable enolate formation under mild conditions. We present a higly scalable conjugate addition of malonates to enones using a tetrazole proline catalyst in combination with a base additive. The reaction work with 1:1 stoichiometry of reagents with catalyst loadings down to 5 mol% in high yields and enantioselectivity and has a broad substrate scope.
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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 |
