CHED 379 |
| A new route to azomethine ylides has been developed starting from isoquinoline-derived alpha-amino esters of type 1. Mild NBS oxidation at the benzylic center generates an imminium ion, which upon treatment with base generates an azomethine ylide dipole (4). Cycloaddition with achiral or chiral enoyl oxazolidinones 2 leads to regio- and stereoselective cycloaddition to give complex products such as 3, sometimes in high yields and high stereoselectivity.
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Undergraduate Research Poster Session: Organic Chemistry
11:00 AM-1:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster
Division of Chemical Education |
