Unprecedented asymmetric induction through configurationally stable lithium N-(alpha-methylbenzyl)phosphinamides. A new entry to enantiomerically pure gamma-aminophosphinic acids and esters

Ignacio Fernández; Gloria Ruiz Gómez; Ignacio Alfonso; María J Iglesias; Fernando López Ortiz

doi:10.1039/b510685k

Unprecedented asymmetric induction through configurationally stable lithium N-(alpha-methylbenzyl)phosphinamides. A new entry to enantiomerically pure gamma-aminophosphinic acids and esters

Chem Commun (Camb). 2005 Nov 21:(43):5408-10. doi: 10.1039/b510685k. Epub 2005 Sep 30.

Authors

Ignacio Fernández¹, Gloria Ruiz Gómez, Ignacio Alfonso, María J Iglesias, Fernando López Ortiz

Affiliation

¹ Area de Química Orgánica, Universidad de Almería, Carretera de Sacramento, 04120, Almería, Spain.

PMID: 16261229
DOI: 10.1039/b510685k

Abstract

The first examples of configurationally stable N-benzyl-N-phosphinoyl carbanions are described. Their applications to the synthesis of homochiral gamma-aminophosphinic acids and esters via highly enantioselective dearomatising reactions are shown.