Issue 3, 2012
From the journal:

Chemical Communications

Abstraction of β-hydrogenvs.alkyl groups in reactions of dialkylzinc compounds and bis(oxazolinyl)borane†

Jing Zhu,a   Debabrata Mukherjeea  and  Aaron D. Sadow*a  

* Corresponding authors

a Department of Chemistry, Iowa State University, Ames, USA
E-mail: sadow@iastate.edu
Fax: +1 515 294 0105
Tel: +1 515 294 8069

Abstract

An ambiphilic bis(oxazolinyl)borane proligand and zinc dialkyls react viaalkyl group transfer or β-hydrogen abstraction. The latter process is favored by formation of a bis(oxazolinyl)borane-zinc adduct that positions a β-hydrogen in the proximity of the Lewis acid center.

Graphical abstract: Abstraction of β-hydrogenvs.alkyl groups in reactions of dialkylzinc compounds and bis(oxazolinyl)borane

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Article information

DOI
https://doi.org/10.1039/C1CC16113J
Article type
Communication
Submitted
30 Sep 2011
Accepted
22 Oct 2011
First published
11 Nov 2011

Chem. Commun., 2012,48, 464-466

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Abstraction of β-hydrogenvs.alkyl groups in reactions of dialkylzinc compounds and bis(oxazolinyl)borane

J. Zhu, D. Mukherjee and A. D. Sadow, Chem. Commun., 2012, 48, 464 DOI: 10.1039/C1CC16113J

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