Abstract
The antiinflammatory drug halipeptin A (1) is a 17-membered cyclic depsipeptide made up of L-alanine, α-methylcysteine, decanoic acid, and isoleucine residues. Key steps in its total synthesis, which helped to confirm the stereochemistry of the natural product, include a borane-mediated aldol reaction and an asymmetric aza-Claisen rearrangement.
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