Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 22nd May 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.

Issue 24, 2016
Previous Article Next Article

A versatile synthesis of chiral β-aminophosphines

Author affiliations


A method for the preparation of chiral β-aminophosphines having substituted P-aryl groups is described. Ring-opening of cyclic sulfamidates with metal diarylphosphinites yields β-aminophosphine oxides, which are then reduced to the corresponding phosphines. Effects of the diarylphosphinite countercation on the regioselectivity of the ring-opening reaction (P- versus O-alkylation) are discussed. This method enables the introduction of electron-deficient, electron-rich and sterically hindered diarylphosphino groups, as demonstrated by the synthesis of a series of novel, P-aryl-substituted β-aminophosphines derived from tert-leucinol, valinol and phenylglycinol. Access to these derivatives will create new opportunities for steric and electronic tuning of β-aminophosphine-derived chiral ligands and organocatalysts.

Graphical abstract: A versatile synthesis of chiral β-aminophosphines

  • This article is part of the themed collection: New Talent
Back to tab navigation

Supplementary files

Publication details

The article was received on 27 Nov 2015, accepted on 18 Dec 2015 and first published on 04 Jan 2016

Article type: Paper
DOI: 10.1039/C5OB02439K
Org. Biomol. Chem., 2016,14, 5665-5672

  •   Request permissions

    A versatile synthesis of chiral β-aminophosphines

    H. Y. Su, Y. Song and M. S. Taylor, Org. Biomol. Chem., 2016, 14, 5665
    DOI: 10.1039/C5OB02439K

Search articles by author