Issue 12, 2012
From the journal:

Organic & Biomolecular Chemistry

“Sulfolefin”: Highly modular mixed S/Olefinligands for enantioselective Rh-catalyzed 1,4-addition†‡

Noureddine Khiar,*a   Álvaro Salvador,a   Ahmed Chelouan,b   Ana Alcudiab  and  Inmaculada Fernández*b  

* Corresponding authors

a Instituto de Investigaciones Químicas, C.S.I.C-Universidad de Sevilla, c/. Américo Vespucio, 49., Isla de la Cartuja, Sevilla, Spain
E-mail: khiar@iiq.csic.es
Fax: +34954460565
Tel: +34954489559

b Departamento de Química Orgánica y Farmacéutica, Facultad de Farmacia, Universidad de Sevilla, c/Profesor García González, 2, Sevilla, Spain
E-mail: inmaff@us.es
Fax: +34954556737
Tel: +34954555993

Abstract

Reported is a single high yielding step approximation to mixed olefin/sulfinamide ligands enclosing a chiral sulfur atom as the sole chiral center. The synthetic design is validated by a rapid optimization of the substituent at the sulfinyl sulfur, and by the synthesis of an efficient, highly enantioselective catalyst for the Rh-catalyzed 1,4-addition of boronic acids to both, cyclic and acyclic olefins.

Graphical abstract: “Sulfolefin”: Highly modular mixed S/Olefin ligands for enantioselective Rh-catalyzed 1,4-addition

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Article information

DOI
https://doi.org/10.1039/C2OB07132K
Article type
Communication
Submitted
03 Nov 2011
Accepted
21 Dec 2011
First published
22 Dec 2011

Org. Biomol. Chem., 2012,10, 2366-2368

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“Sulfolefin”: Highly modular mixed S/Olefin ligands for enantioselective Rh-catalyzed 1,4-addition

N. Khiar, Á. Salvador, A. Chelouan, A. Alcudia and I. Fernández, Org. Biomol. Chem., 2012, 10, 2366 DOI: 10.1039/C2OB07132K

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