Issue 43, 2013
From the journal:

Chemical Communications

Dynamic resolution of lithiated ortho-trifluoromethyl styrene oxide and the effect of chiral diamines on the barrier to enantiomerisation†‡

Rosmara Mansueto,a   Filippo Maria Perna,a   Antonio Salomone,a   Saverio Florioa  and  Vito Capriati*a  

* Corresponding authors

a Dipartimento di Farmacia – Scienze del Farmaco, Università di Bari “Aldo Moro”, Consorzio C.I.N.M.P.I.S., via E. Orabona 4, I-70125 Bari, Italy
E-mail: vito.capriati@uniba.it
Fax: +39 080 5442539
Tel: +39 080 5442174

Abstract

The first dynamic thermodynamic resolution of a racemic oxiranyllithium is described with selectivities of up to 82 : 18 from a selection of three types of chiral ligands (seven ligands in total). Both (−)-sparteine and its (+)-surrogate were surprisingly found to increase the enantiomerisation barrier.

Graphical abstract: Dynamic resolution of lithiated ortho-trifluoromethyl styrene oxide and the effect of chiral diamines on the barrier to enantiomerisation

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Article information

DOI
https://doi.org/10.1039/C3CC40988K
Article type
Communication
Submitted
05 Feb 2013
Accepted
28 Feb 2013
First published
01 Mar 2013

Chem. Commun., 2013,49, 4911-4913

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Dynamic resolution of lithiated ortho-trifluoromethyl styrene oxide and the effect of chiral diamines on the barrier to enantiomerisation

R. Mansueto, F. M. Perna, A. Salomone, S. Florio and V. Capriati, Chem. Commun., 2013, 49, 4911 DOI: 10.1039/C3CC40988K

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