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A. Quintard, A. Alexakis,
“Organocatalytic Addition on 1,2-Bis(sulfone)vinylenes Leading to an Unprecedented Rearrangement”
Chem. Eur. J. 2009, 15, 11109-11113.
An unprecedented rearrangement of 1,2-bis(sulfone)vinylenes used in aminocatalysis led to the formation of highly useful gem-disulfones (see scheme). By using aminal-pyrrolidine organocatalysts, the 1,2-sulfone shift was generalised, leading to highly versatile adducts using both ketones and aldehydes. It represents a valuable alternative for the -alkylation of carbonyl compounds.
DOI : 10.1002/chem.200901535
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