Regio- and Diastereoselective Construction of α-Hydroxy-δ-amino Ester Derivatives via 1,4-Conjugate Addition of β,γ-Unsaturated <i>N</i>-Sulfonylimines
作者:Lin Qiu、Lixin Gao、Jixing Tang、Dongwei Wang、Xin Guo、Shunying Liu、Liping Yang、Jia Li、Wenhao Hu
DOI:10.1021/jo500176g
日期:2014.5.2
A first example of 1,4-conjugate addition of beta,gamma-unsaturated N-sulfonylimines via the oxonium ylides trapping process was developed. This method afforded a novel and efficient access for the high regio- and diastereoselective construction of alpha-hydroxyl-delta-amino esters derivatives, which exhibit inhibitory activity on PTP1B and SIRT1 enzymes in vitro. The synthetic potentials and the biological activity of the resulting products were well demonstrated to be promising for drug discovery.