1228349-28-7Relevant articles and documents
Synthesis of the LeuTrp component of the celogentin family of cyclic peptides through a CH activationcross-coupling strategy
Li, Barbara T. Y.,White, Jonathan M.,Hutton, Craig A.
, p. 438 - 444 (2010)
A bioinspired approach to the central leucine(C3)-tryptophan(C6) cross-linked moiety present in the celogentin family of cyclic peptide natural products was achieved. The key transformation was enabled through a palladium-catalyzed C-H activationcross-coupling of leucine quinoline amide and 6-iodotryptophan derivatives. X-Ray crystallographic analysis of a β-(indol-6-yl)-leucine derivative confirms the stereochemistry of the cross-linked adduct matches that of the natural products. The method enables the preparation of the Leu-Trp adduct as a single stereoisomer from l-leucine and l-tryptophan.
