ORGN 27 |
| The Darzens condensation is one of the most potential methodologies for the preparation of alpha,beta-epoxy carbonyl compounds with complete control of two stereogenic centers. The Darzens condensation reaction represents one of the classical C–C and C–O bond-forming processes. In the present study, we examined reactions of a broad range of acyl phosphonates with halo acetic acid esters and halo methyl ketones under different conditions at room temperature in the presence of various additives. The reaction affords two diastereomeric epoxy phosphonates in good chemical yields and high diastereoselectivities. Changing of the reaction conditions allows obtaining selectively desired diastereomer in high yield. |
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New Reactions and Methodology
8:00 AM-12:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Rm. R04, Oral
Division of Organic Chemistry |