Studies on the 1,2-Brook Rearrangement
of Bissilyl Ketones

Andreas Kirschning; Silke Luiken; Antonella Migliorini; Maria Antonietta Loreto; Monika Vogt

doi:10.1055/s-0028-1087535

LETTER

Studies on the 1,2-Brook Rearrangement of Bissilyl Ketones

Andreas Kirschning*^a, Silke Luiken^a, Antonella Migliorini^a,b, Maria Antonietta Loreto^b, Monika Vogt^a
^a Institut für Organische Chemie, Leibniz Universität Hannover, Schneiderberg 1b, 30167 Hannover, Germany
e-Mail: andreas.kirschning@oci.uni-hannover.de;
^b Dipartimento di Chimica, ‘Sapienza’ Università di Roma, Piazzale Aldo Moro 5, 00185 Rome, Italy

Abstract

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Abstract

The first 1,2-Brook rearrangements with bis(dimethyl-phenylsilyl) ketone, initiated after addition of different C- and S-nucleophiles, are described. The resulting, newly formed carbanion can be trapped with electrophiles thus paving the way for utilizing bissilyl ketones as formyl dianion equivalents in the future.

Key words

Brook rearrangement - bissilyl ketones - formyl anion - organolithium species - silyl migration

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References

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