Teegardin Kip A, Weaver Jimmie D
Department of Chemistry, Oklahoma State University, Stillwater, OK 74078, USA.
Chem Commun (Camb). 2017 Apr 27;53(35):4771-4774. doi: 10.1039/c7cc01606a.
Herein, conditions are provided for the formation and use of the oxazolone enolate for the nucleophilic substitution of highly fluorinated (hetero)arenes, which after unmasking yield highly fluorinated non-natural amino acids and derivatives. In addition, the properties and chemical behavior of this new class of amino acids are explored. The utility is demonstrated in the one pot synthesis of medicinally relevant 2-aminohydantoins.
本文提供了用于形成恶唑酮烯醇盐并将其用于高氟化（杂）芳烃亲核取代的条件，该亲核取代反应在脱保护后可得到高氟化非天然氨基酸及其衍生物。此外，还探索了这类新型氨基酸的性质和化学行为。其效用在与药物相关的2-氨基乙内酰脲的一锅法合成中得到了证明。
