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J.J. Murphy, A. Quintard, P. McArdle, A. Alexakis, J.C. Stephens,
“Asymmetric Organocatalytic 1,6-Conjugate Addition of Aldehydes to Dienic Sulfones”
Angew. Chem. Int. Ed. 2011, 50, 5095-5098.
An unprecedented 1,6-enamine conjugate addition exploiting the charge delocalization in 1,3-bis(sulfonyl) butadienes has been developed. By appropriately designing a Michael acceptor, unique reactivities were obtained for the formation of highly valuable dienes containing two versatile vinyl sulfones (see scheme, TMS=trimethylsilyl).
DOI : 10.1002/anie.201100804
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