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

作者：Scettri Arrigo^*; Villano Rosaria; Manzo Patrizia; Acocella Maria Rosaria

来源：Central European Journal of Chemistry, 2012, 10(1): 47-53.

DOI：10.2478/s11532-011-0122-7

• Organocatalysis
• Trimethylsilyloxyfuran
• Dioxinone-derived silyl ether
• Bronsted acids
• Nitroalkenes

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. %26lt;br%26gt;Moreover, the first organocatalyzed Mukaiyama-Michael vinylogous reaction of trimethylsilyloxyfuran to nitroalkenes is described.The reaction is promoted by Bronsted acids under solvent-free conditions, taking place in moderate to good yield with variously substituted nitroalkenes..

• 出版日期2012-2