Piola Lorenzo, Fernández-Salas José A, Manzini Simone, Nolan Steven P
EaStCHEM School of Chemistry, University of St Andrews, St Andrews, KY16 9ST, UK.
Org Biomol Chem. 2014 Nov 21;12(43):8683-8. doi: 10.1039/c4ob01798f.
An efficient and convenient ruthenium catalysed method for a regiospecific H/D exchange using D2O is described. Organic moieties such as pyridine, oxazole, imidazole, pyrazole, ester, ketone and carboxylic acid have been found effective directing groups in this transformation. In addition, the deuteration of the enantiopure (S)-Ketoprofen leads to the incorporation of three deuterium atoms with retention of molecular chirality.
描述了一种使用D2O进行区域特异性H/D交换的高效便捷的钌催化方法。已发现有机部分如吡啶、恶唑、咪唑、吡唑、酯、酮和羧酸在该转化中是有效的导向基团。此外,对映纯的(S)-酮洛芬的氘代导致三个氘原子的掺入,同时保持分子手性。