Cronin Sarah A, Connon Stephen J
School of Chemistry, Trinity Biomedical Sciences Institute, Trinity College Dublin, Dublin, Ireland.
Org Biomol Chem. 2021 Sep 14;19(34):7348-7352. doi: 10.1039/d1ob01306h. Epub 2021 Aug 13.
The catalytic, alcoholytic kinetic resolution of oxazinones is reported. A novel, stereochemically dense cinchona alkaloid-based catalyst can facilitate the highly enantiodiscriminatory (S up to 101) ring-opening of oxazinones equipped with electrophilic aryl units to generate orthogonally protected β-amino acids for the first time.
报道了恶唑啉酮的催化醇解动力学拆分。一种新型的、立体化学密集的基于金鸡纳生物碱的催化剂能够促进带有亲电芳基单元的恶唑啉酮的高度对映体选择性(S高达101)开环反应,首次生成正交保护的β-氨基酸。