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Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
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Gamma-silyl cyclobutyl carbocations

Xavier Creary1, Elizabeth D Kochly

  • 1Department of Chemistry and Biochemistry, University of Notre Dame, Notre Dame, Indiana 46556, USA. creary.1@nd.edu

The Journal of Organic Chemistry
|December 3, 2009
PubMed
Summary

Gamma-silyl participation significantly enhances reactions in cyclobutyl trifluoroacetates. This effect, observed in solvolysis studies, stabilizes carbocations, with the secondary gamma-trimethylsilylcyclobutyl cation proving more stable than its beta-isomer.

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