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BY-NC-ND 3.0 license Open Access Published by De Gruyter Open Access November 24, 2011

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

  • Arrigo Scettri EMAIL logo , Rosaria Villano , Patrizia Manzo and Maria Acocella
From the journal Open Chemistry

Abstract

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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Published Online: 2011-11-24
Published in Print: 2012-2-1

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