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Issue 48, 2019
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Kinetically controlled asymmetric synthesis of silicon-stereogenic methoxy silanes using a planar chiral ferrocene backbone

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Abstract

We present a mechanistic proposal for the desymmetrisation of dimethoxy silanes with alkyllithiums. The stereochemical pathway is highly defined by the coordination of the metal lithium, which suppresses the reversible interconversion of the various pentavalent intermediates. The predicted kinetic control of the stereoinduction is verified by the experiments using a planar chiral ferrocene backbone.

Graphical abstract: Kinetically controlled asymmetric synthesis of silicon-stereogenic methoxy silanes using a planar chiral ferrocene backbone

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Article information


Submitted
10 May 2019
Accepted
20 May 2019
First published
21 May 2019

Chem. Commun., 2019,55, 6882-6885
Article type
Communication

Kinetically controlled asymmetric synthesis of silicon-stereogenic methoxy silanes using a planar chiral ferrocene backbone

E. R. Barth, A. Krupp, F. Langenohl, L. Brieger and C. Strohmann, Chem. Commun., 2019, 55, 6882
DOI: 10.1039/C9CC03619A

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