Issue 23, 2011
From the journal:

Chemical Communications

Catalytic asymmetric conjugate boration of α,β-unsaturated sulfones†

Abraham L. Moure,a   Ramón Gómez Arrayás*a  and  Juan C. Carretero*a  

* Corresponding authors

a Departamento de Química Orgánica, Universidad Autónoma de Madrid (UAM), Cantoblanco, 28049 Madrid, Spain
E-mail: juancarlos.carretero@uam.es, ramon.gomez@uam.es
Fax: +34 914973966

Abstract

The α,β-unsaturated sulfones are suitable activated olefins in catalytic asymmetric conjugate β-boration. These substrates undergo smooth conjugate addition of bis(pinacolato)diboron [B2(pin)2] catalyzed by nonracemic CuI-diphosphine complexes to provide, upon subsequent oxidation, β-hydroxy sulfones in good yields and high enantiocontrol.

Graphical abstract: Catalytic asymmetric conjugate boration of α,β-unsaturated sulfones

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Article information

DOI
https://doi.org/10.1039/C1CC11949D
Article type
Communication
Submitted
06 Apr 2011
Accepted
26 Apr 2011
First published
16 May 2011

Chem. Commun., 2011,47, 6701-6703

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Catalytic asymmetric conjugate boration of α,β-unsaturated sulfones

A. L. Moure, R. Gómez Arrayás and J. C. Carretero, Chem. Commun., 2011, 47, 6701 DOI: 10.1039/C1CC11949D

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