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Issue 19, 2012
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A diastereomerically enriched, dimeric organolithium compound and the stereochemical course of its transformations

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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


Submitted
21 Sep 2011
Accepted
04 Nov 2011
First published
23 Nov 2011

Chem. Commun., 2012,48, 2492-2494
Article type
Communication

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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