Tahara Yu-ki, Ito Mamoru, Kanyiva Kyalo Stephen, Shibata Takanori
Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo 169-8555(Japan).
International Center for Science and Engineering Programs (ICSEP), Waseda University, Shinjuku, Tokyo 169-8555 (Japan).
Chemistry. 2015 Aug 3;21(32):11340-3. doi: 10.1002/chem.201502300. Epub 2015 Jul 14.
4-Substituted tryptophan derivatives and the total synthesis of cis-clavicipitic acid were achieved in reactions in which Ir-catalyzed C-H 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.
4-取代色氨酸衍生物和顺式棒曲霉素的全合成是通过以铱催化的C-H键活化作为关键步骤的反应实现的。这些反应的起始原料是天冬酰胺,它是一种廉价的天然氨基酸。从4-取代色氨酸衍生物进行的还原胺化步骤以完美的非对映选择性得到了顺式棒曲霉素。