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Mukaiyama-Michael vinylogous additions to nitroalkenes under solvent-free conditions

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Scettri A., Villano R., Manzo P., Acocella M.
Open Chemistry
|
2012
|
vol. 10
|
issue 1
47-53
EN
The first Mukaiyama-Michael vinylogous reaction of a dioxinone-derived silyl ether to nitroalkenes is reported. The conjugate addition is performed in absence of any catalyst under solvent-free conditions, proceeding with satisfactory efficiency with variously substituted nitroalkenes. Moreover, the first organocatalyzed Mukaiyama-Michael vinylogous reaction of trimethylsilyloxyfuran to nitroalkenes is described.The reaction is promoted by Brønsted acids under solvent-free conditions, taking place in moderate to good yield with variously substituted nitroalkenes..
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