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Sulfones as Chemical Chameleons: Versatile Synthetic Equivalents of Small-Molecule Synthons
Barry M Trost1, Christopher A Kalnmals1
1Department of Chemistry, Stanford University, 333 Campus Drive, Stanford, CA, 94305, USA.
Abstract:
Sulfones are flexible functional groups that can act as nucleophiles, electrophiles, or even radicals. Changing the reaction conditions can completely alter the reactivity of a sulfonyl group, and as a result, molecules bearing multiple sulfones are versatile building blocks. This Review highlights the unique ability of 1,1- and 1,2-bis(sulfones) to masquerade as a vast array of reactive synthons including methane polyanions, vinyl cations, and all-carbon dipoles that would be difficult or impossible to access directly.
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