Issue 4, 2014
From the journal:

Chemical Science

Consecutive dynamic resolutions of phosphine oxides†

Felix A. Kortmann,a   Mu-Chieh Chang,a   Edwin Otten,a   Erik P. A. Couzijn,*b   Martin Lutzc  and  Adriaan J. Minnaard*a  

* Corresponding authors

a Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 7, 9747 AG Groningen, The Netherlands
E-mail: A.J.Minnaard@rug.nl
Web: http://www.rug.nl/research/bio-organic-chemistry

b Laboratorium für Organische Chemie, ETH Zürich, HCI G 204, CH-8093 Zürich, Switzerland
E-mail: couzijn@org.chem.ethz.ch

c Crystal and Structural Chemistry, Utrecht University, Padualaan 8, 3584 CH Utrecht, The Netherlands

Abstract

A crystallization-induced asymmetric transformation (CIAT) involving a radical-mediated racemization provides access to enantiopure secondary phosphine oxides. A consecutive CIAT is used to prepare enantio- and diastereo-pure tert-butyl(hydroxyalkyl)phenylphosphine oxides.

Graphical abstract: Consecutive dynamic resolutions of phosphine oxides

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Article information

DOI
https://doi.org/10.1039/C3SC52913D
Article type
Edge Article
Submitted
21 Oct 2013
Accepted
26 Nov 2013
First published
27 Nov 2013

Chem. Sci., 2014,5, 1322-1327

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Consecutive dynamic resolutions of phosphine oxides

F. A. Kortmann, M. Chang, E. Otten, E. P. A. Couzijn, M. Lutz and A. J. Minnaard, Chem. Sci., 2014, 5, 1322 DOI: 10.1039/C3SC52913D

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