1. Total Synthesis of Syringolin A.
- Author
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Chunhui Dai and Corey R. J. Stephenson
- Subjects
- *
CYCLIC peptides , *ORGANIC synthesis , *ALDEHYDES , *VALINE , *CLAISEN rearrangement , *PROTEINS - Abstract
A convergent, efficient synthesis of syringolin A has been accomplished in 13 steps from commercially available materials, Garner’s aldehyde and l-valine. The unnatural 3,4-dehydrolysine fragment was prepared using successive Johnson−Claisen/Curtius rearrangement reactions. The macrolactamization and late-stage introduction of the side chain will provide convenient access to analogues of this promising proteasome inhibitor. [ABSTRACT FROM AUTHOR]
- Published
- 2010
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