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- Title
Total Synthesis of cis-Clavicipitic Acid from Asparagine via Ir-Catalyzed CH bond Activation as a Key Step.
- Authors
Tahara, Yu-ki; Ito, Mamoru; Kanyiva, Kyalo Stephen; Shibata, Takanori
- Abstract
4-Substituted tryptophan derivatives and the total synthesis of cis-clavicipitic acid were achieved in reactions in which Ir-catalyzed CH bond activation was a key step. The starting material for these reactions is asparagine, which is a cheap natural amino acid. The reductive amination step from the 4-substituted tryptophan derivative gave cis-clavicipitic acid with perfect diastereoselectivity.
- Subjects
ERGOT alkaloids; ALKALOID synthesis; ASPARTIC acid; TRYPTOPHAN derivatives; ACTIVATION (Chemistry); CARBON-hydrogen bonds
- Publication
Chemistry - A European Journal, 2015, Vol 21, Issue 32, p11340
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201502300