ORGN 732 |
Amino acids are the traditional starting materials for the preparation of 2-thiazolines. This presents a limitation on the substituents that may be incorporated into the heterocycle, and thus a non-amino acid approach for 2-thiazolines has been developed. The approach utilizes a process that resembles a Heine rearrangement between a thionoester and a terminal aziridine to access the 2-thiazoline products (eq. 1). We plan to integrate this approach, with incorporation of appropriate functinalization, in our synthesis of (R)-telomestatin. Additionally, we have prepared bis-oxazoles from C(4)-metallated oxazoles and di-halogenated oxazoles via palladium(0) catalysis (eq. 2). |
Heterocycles and Aromatics, Asymmetric Reactions and Syntheses and Total Synthesis of Complex Molecules
7:00 PM-9:00 PM, Wednesday, August 19, 2009 Walter E. Washington Convention Center -- Ballroom C, Poster
Sci-Mix
Division of Organic Chemistry |