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3-Bromo-2-(tert-butylsulfonyl)-1-propene. A multi-coupling reagent Part 1.
Authors:P Knochel  JF Normant
Institution:Laboratoire de Chimie des Organo-éléments, tour 44-45 4 place Jussieu 75230 Paris Cédex 05 France
Abstract:3-Bromo-2-(tert-butylsulfonyl)-1-propene 4 is easily available in two steps from allyl-tert-butylthioether 5 (70% overall yield). It reacts with a great variety of carbanions to give functionnalized α, β-unsaturated sulfones of type 7 in high yields. A second nucleophile (lithium cuprates) can then be added to compounds 7 to furnish functionnalized sulfones of type 3 (Y=SO2-tert-butyl).
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