Work

Enantioselective Synthesis of H‐Phosphinamidates

Year: 2025

Type: article

Abstract: Enantioenriched heteroatom-containing H-phosphoryl compounds unite a nucleophilic H-P(O) moiety with an electrophilic, substitutable heteroatom group, endowing them with inherent ambiphilicity and making them powerful platforms for constructing P(V)-stereogenic molecules-structures of growing significance in asymmetric synthesis, pharmaceuticals, and materials science. Yet their enantioselective synthesis has remained a significant challenge. Here we report the first highly enantioselective synthesis of H-phosphinamidates. These bifunctional, configurationally stable compounds enable stereospecific H-P(O) transformations to access diverse P-C, P-N, P-O, and P-S linkages, while the amino group offers an orthogonal handle for secondary derivatization. These reactivity features establish H-phosphinamidates as a versatile and general platform for the modular synthesis of structurally diverse P(V)-stereogenic compounds.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.202522534

Authors: Kang Ding, Jing‐Jing Xue, Jia‐Xin Zou, Qing‐Wei Zhang, Bo Su

Institutions: Nankai University, State Key Laboratory of Medicinal Chemical Biology, University of Science and Technology of China

Language: English

Topic: Organophosphorus compounds synthesis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Natural Science Foundation of China, Nankai University, Fundamental Research Funds for the Central Universities, Science Fund for Distinguished Young Scholars of Tianjin