State Key Laboratory of Drug Research, CAS Key Laboratory of Receptor Research Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203 (P. R. China).
Angew Chem Int Ed Engl. 2014 Jul 21;53(30):7883-6. doi: 10.1002/anie.201403556. Epub 2014 Jun 10.
The first chemical method for resolution of N,C-unprotected β-amino acids was developed through enantioselective formation and disassembly of nickel(II) complexes under operationally convenient conditions. The specially designed chiral ligands are inexpensive and can be quantitatively recycled along with isolation of the target β-substituted-β-amino acids in good yields and excellent enantioselectivity. The method features a broad synthetic generality including β-aryl, β-heteroaryl, and β-alkyl-derived β-amino acids. The procedure is easily scaled up, and was used for the synthetically and economically advanced preparation of the anti-diabetic drug sitagliptin.
通过在操作方便的条件下对镍（II）配合物进行对映选择性形成和拆分，开发了拆分 N，C-未保护的β-氨基酸的第一种化学方法。专门设计的手性配体价格便宜，可以与目标β-取代-β-氨基酸一起定量回收，并且产率高，对映选择性好。该方法具有广泛的合成通用性，包括β-芳基，β-杂芳基和β-烷基衍生的β-氨基酸。该方法易于放大，可用于合成和经济上先进的抗糖尿病药物西他列汀的制备。
