Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing, 401331, P. R. China.
Chongqing Institute of Green and Intelligent Technology, Chinese Academy of Sciences, Chongqing, 400714, P. R. China.
Chem Commun (Camb). 2020 Nov 17;56(91):14243-14246. doi: 10.1039/d0cc06055k.
N,O-Bis(tert-butoxycarbonyl)hydroxylamines are readily accessible as imine surrogates, which are bench stable and could quantitatively generate the corresponding imines for in situ applications. An unpresented catalytic asymmetric method for the synthesis of α-amino esters and ketones from novel imine surrogates, N,O-bis(tert-butoxycarbonyl)hydroxylamines, as well as its preliminary mechanistic studies are reported. A variety of optically enriched products were obtained in excellent yields and enantioselectivities (up to 99% yield and >99% ee).
N,O-双(叔丁氧羰基)羟胺作为亚胺替代物很容易获得,它们在实验台上稳定,可以定量生成相应的亚胺,用于现场应用。本文报道了一种新颖的催化不对称方法,以新型亚胺替代物 N,O-双(叔丁氧羰基)羟胺为原料,合成α-氨基酸酯和酮,同时还进行了初步的机理研究。多种光学纯产物以优异的收率和对映选择性(高达 99%的收率和>99%的对映体过量)获得。