N-Phosphorylated Pyrrolidines: An Overview of Synthetic Approaches

Abstract

Organophosphorus pyrrolidine derivatives possessing P–N bonds are a promising yet underexplored class of compounds. In this short review we overview the general approaches to these compounds described so far, with a special emphasis on their asymmetric synthesis.1 Introduction2 Synthesis of Pyrrolidine-Based P(III) Derivatives3 Synthesis of Pyrrolidine-Based P(V) Derivatives3.1 Phosphorylation of Pyrrolidines with P(V) Acid Chlorides3.2 Phosphorylation of Pyrrolidines with P(V) Acid Esters3.3 Syntheses via the Atherton–Todd Reaction3.4 Oxidation of Pyrrolidine-Based P(III) Derivatives4 Syntheses of N-Phosphorylpyrrolidines from Acyclic Precursors5 Conclusions