A convenient one-pot approach to Paclitaxel (Taxol) side chain via 1,3-dipolar cycloaddition of carbonyl ylides and N -benzoylbenzyl imines
作者:Jiajun Sheng、Huan Chang、Yu Qian、Mingliang Ma、Wenhao Hu
DOI:10.1016/j.tetlet.2018.01.054
日期:2018.5
An efficient cascade approach to α-hydroxy-β-amino acid derivatives is reported, which goes through a 1,3-dipolar cycloaddition of carbonyl ylides and N-benzoylbenzyl imines and followed by hydrolysis under acidic conditions. This is the first example of using N-benzoylbenzyl imine as dipolarophile for 1,3-dipolar cycloaddition with carbonyl ylide, which provides a direct and convenient access for
报道了一种有效的级联方法,用于α-羟基-β-氨基酸衍生物,其通过羰基化合物和N-苯甲酰基苄基亚胺的1,3-偶极环加成,然后在酸性条件下水解。这是使用N-苯甲酰基苄基亚胺作为双极性亲和剂与羰基内酯进行1,3-偶极环加成反应的第一个实例,这为紫杉醇侧链及其衍生物的一锅法合成提供了直接便捷的途径。