Issue 19, 2012
From the journal:

Chemical Communications

A diastereomerically enriched, dimeric organolithium compound and the stereochemical course of its transformations†

Christian Unkelbach,a   Bors C. Abele,a   Klaus Lehmen,a   Daniel Schildbach,a   Benedikt Waerder,a   Kerstin Wilda  and  Carsten Strohmann*a  

* Corresponding authors

a Anorganische Chemie, Technische Universität Dortmund, Otto-Hahn-Straße 6, D-44227 Dortmund, Germany
E-mail: mail@carsten-strohmann.de
Fax: +49 231 755 7062
Tel: +49 231 755 3807

Abstract

A dimeric α-silylated ethyllithium compound is presented featuring stereogenic metalated carbon centres with defined configurations. It can be generated by diastereoselective deprotonation of the corresponding ethylsilane. Reaction with Me3SnCl proceeds under inversion and the transfer of the stereoinformation is possible with dr's of up to 97 : 3.

Graphical abstract: A diastereomerically enriched, dimeric organolithium compound and the stereochemical course of its transformations

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Article information

DOI
https://doi.org/10.1039/C1CC15872D
Article type
Communication
Submitted
21 Sep 2011
Accepted
04 Nov 2011
First published
23 Nov 2011

Chem. Commun., 2012,48, 2492-2494

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A diastereomerically enriched, dimeric organolithium compound and the stereochemical course of its transformations

C. Unkelbach, B. C. Abele, K. Lehmen, D. Schildbach, B. Waerder, K. Wild and C. Strohmann, Chem. Commun., 2012, 48, 2492 DOI: 10.1039/C1CC15872D

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