ORGN 637 |
| We report a method for the synthesis of Fmoc-protected amines, which are useful in solid phase peptide synthesis and combinatorial chemistry. The new method was developed with the goal of eliminating the numerous protecting/deprotecting steps from previously reported methods to produce a green and economically efficient synthesis. With this goal in mind, we have prepared Fmoc-protected N,O-acetal 1 as a bench-stable reagent in two steps. In the presence of Lewis acids, the N,O-acetal generates the intermediate acyl imine 2 , which is a versatile electrophile for a variety of C-C bond-forming reactions. We will describe applications of N,O-acetal 1 to C-C bond-forming reactions and toward the synthesis of b-amino acids.
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New Reactions and Methodology
8:00 AM-12:00 PM, Wednesday, 13 September 2006 Moscone Center -- Room 133, Oral
Division of Organic Chemistry |
