Stereoselective Synthesis of Silicon‐Stereogenic Aminomethoxysilanes: Easy Access to Highly Enantiomerically Enriched Siloxanes |
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| Authors: | Dipl.‐Chem. Jonathan O. Bauer Prof. Dr. Carsten Strohmann |
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| Affiliation: | Anorganische Chemie, Technische Universit?t Dortmund, Otto‐Hahn‐Strasse 6, 44227 Dortmund (Germany) |
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| Abstract: | A route towards the synthesis of N,O‐functionalized silicon‐stereogenic organosilanes with excellent optical purities has been developed. Investigations into the stereoconvergence and configurational stability of an aminomethoxysilane suggest a kinetically controlled multistep substitution mechanism. Selective exchange of the Si‐N bond by a second Si‐O bond builds the basis for the controlled formation of chiral siloxane units with different oxygen‐containing functional groups. Subsequent reactions of the chiral aminomethoxysilanes with hydroxy groups support a general inversion mechanism at the asymmetrically substituted silicon atom of N,O‐functionalized organosilanes. |
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| Keywords: | aminomethoxysilanes chiral siloxanes diastereoselectivity silicon substitutions |
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