Silver-Promoted Direct Phosphorylation of Bulky C(sp<sup>2</sup>)–H Bond to Build Fully Substituted β-Phosphonodehydroamino Acids
作者:Hao-Qiang Cao、Hao-Nan Liu、Zhe-Yuan Liu、Baokun Qiao、Fa-Guang Zhang、Jun-An Ma
DOI:10.1021/acs.orglett.0c02229
日期:2020.8.21
A general and practical cross-dehydrogenative coupling protocol between readily available trisubstituted α,β-dehydro α-amino carboxylic esters and H-phosphites is described. This C(sp2)–H phosphorylation reaction proceeds with absolute Z-selectivity promoted by silver salt in a radical relay manner. The bulky tetrasubstituted β-phosphonodehydroamino acids were obtained in grams and added new modules
描述了在容易获得的三取代的α,β-脱氢α-氨基羧酸酯和H-亚磷酸酯之间的一般和实用的交叉脱氢偶联方案。这种C(sp 2)–H磷酸化反应以自由基中继方式通过银盐促进的绝对Z选择性进行。获得了以克为单位的庞大的四取代的β-膦酰基氢氨基酸,并将其添加到用于肽修饰的工具箱中的新模块。