Silver-Promoted Direct Phosphorylation of Bulky C(sp2)–H Bond to Build Fully Substituted β-Phosphonodehydroamino Acids

• DOI: 10.1021/acs.orglett.0c02229
• Publication Date: 2020-08-04T18:58:58Z
• Authors: Hao-Qiang Cao; Hao-Nan Liu; Zhe-Yuan Liu; Baokun Qiao; Fa-Guang Zhang; Jun-An Ma
• Keywords: 01 natural sciences; 0104 chemical sciences

A general and practical cross-dehydrogenative coupling protocol between readily available trisubstituted α,β-dehydro α-amino carboxylic esters 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 grams added new modules to the toolkit for peptide modifications.