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

Authors :
Barth ER
Krupp A
Langenohl F
Brieger L
Strohmann C
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2019 Jun 11; Vol. 55 (48), pp. 6882-6885.
Publication Year :
2019

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.

Details

Language :
English
ISSN :
1364-548X
Volume :
55
Issue :
48
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
31134229
Full Text :
https://doi.org/10.1039/c9cc03619a