ORGN 482 |
| Tomas Hudlicky, Department of Chemistry, Department of Chemistry, University of Florida, PO Box 117200, Gainesville, FL 32611 |
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Electrochemical oxidations and reductions are both selective and environmentally benign. Examples of several types of efficient and selective transformations will be presented. Anodic oxidation of N-acylamines of type 1 provides precursors for acyl iminium cyclizations that are exploited in synthesis of isoquinoline alkaloids. Reduction of cinnamyl ethers such as 2 or cinnamyl carbamates of type 3 occurs selectively in preference to other allylic systems. Several examples of such reductions will be disclosed. In compounds such as 4, it is also possible to selectively reduce either a vinyl halide or cinnamyl ether or both, depending on the conditions selected. Details and further potential of these results in selective transformations will be presented.
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Synthetic Organic Electrochemistry
9:00 AM-11:30 AM, Wednesday, September 10, 2003 Sheraton New York -- Royal Ballroom A, Oral
Division of Organic Chemistry |