Asymmetric Synthesis of P-Stereogenic Secondary Phosphine ­Oxides (SPOs)

Abstract

P-Stereogenic secondary phosphine oxides [SPOs, RR′P(O)H], valuable ligands for metal complexes in asymmetric catalysis, are also building blocks for other chiral phosphorus derivatives. This short review summarizes methods used for asymmetric synthesis of P-stereogenic SPOs.

1 Introduction

2 Configurational Stability of P-Stereogenic SPOs

3 Classical Resolution, HPLC Separation, and Dynamic Resolution

4 Synthesis via Chiral Auxiliaries

5 Kinetic Resolution

6 Conclusions and Outlook

Key words

secondary phosphine oxide (SPO) - P-stereogenic - chiral auxiliary - asymmetric synthesis - kinetic resolution - diastereomers

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