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Synfacts 2011(12): 1354-1354  
DOI: 10.1055/s-0031-1289353
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

New Insights into Anion Relay Chemistry

Contributor(s): Paul Knochel, Andreas K. Steib
A. B. Smith III*, R. Tong, W.-S. Kim, W. A. Maio
University of Pennsylvania, Philadelphia, USA
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Publication History

Publication Date:
18 November 2011 (online)

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Significance

The authors describe the synthesis of 1-oxa-2-silacyclopentane and -pentenes and their use in type II anion relay chemistry (ARC). Similar to previous studies, but contrary to initial hypothesis, Brook rearrangement additives (hexa­methylphosphoramide and CuI) are necessary to promote Si migration and anion capture.