ORGN 487 |
| 1,3-diketones are substances that were widely used in organic synthesis. The most important features of them are capable of forming stable complexes with various metal ions. The most common approach to the synthesis of 1,3 diketones based on acylation reaction using a classical Claisen method, which condensing of methyl ketones with esters in the presence of metallic sodium is rarely used at present due to the low yield and/or harsh reaction condition. Although another alternative method for synthesizing 1,3-diketones by acylation of carbonyl compounds with acyl chlorides in the presence of bases has been known for a long time, however, it is still far from practical use because of severe regioselectivity problem in terms of competition between O- and C- acylation. Herein, we report that in the presence of tertiary amines and MgI2, 1,3-diketones can be synthesized using unmodified ketones and acyl chlorides in one-pot reaction manner.
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New Reactions, Methodology, Total Synthesis, Physical Organic Chemistry
8:00 PM-10:00 PM, Tuesday, 15 March 2005 Convention Center -- Sails Pavilion, Poster
Division of Organic Chemistry |
