ORGN 110 |
| b-Alkynals are a unique class of compounds that have potential as synthetic precursors in natural product synthesis. Not surprisingly, the synthesis of such compounds is complicated by their facile rearrangement to 2,3-alkadienals under acidic conditions. As a consequence, b-alkynals prepared by literature methods are contaminated by significant amounts of their isomers. In this work, using a photochemical process developed in our laboratory, we report the synthesis of b-alkynals that contain only trace amounts of their corresponding 2,3-dienals. We then demonstrate the synthetic utility of these compounds by reacting them with Grignard and Wittig reagents in high yield.
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Physical Organic Chemistry, Combinatorial and Process Chemistry, New Reactions and Methodology, Peptides, Proteins and Amino Acids
8:00 PM-10:00 PM, Sunday, April 6, 2008 Morial Convention Center -- Hall A, Poster
Division of Organic Chemistry |
