CHED 439 |
| A zinc carbenoid-mediated chain extension reaction was explored using a β-keto imide in place of the traditional β-keto ester. This allowed for the production of a trans-substituted γ-lactone resulting from a tandem chain extension-aldol reaction, which proceeds with syn-aldol selectivity. The scope of this reaction was investigated by altering the aldehyde. Alternate carbenoid derivatives were also utilized, including 1,1-diiodoethane, and its resulting stereochemistry examined. Attempts are being made to synthesize a chiral bis-imide derivative, which will be subjected to the chain extension-aldol reaction in an effort to control the absolute stereochemistry. A synthetic approach to daunosamine will be described. |
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, April 7, 2008 Morial Convention Center -- Hall A, Poster
Division of Chemical Education |