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An (E)-selective synthesis of trisubstituted (E)-alpha,beta-unsaturated acid derivatives
Fred J P Feuillet1, Diane E J E Robinson, Steven D Bull
1Department of Chemistry, University of Bath, Bath, UK BA2 7AY.
Chemical Communications (Cambridge, England)
|September 19, 2003
Abstract:
Potassium alkoxides of N-acyloxazolidin-2-one derived syn-aldolates undergo a novel tandem intramolecular cyclisation elimination reaction to afford trisubstituted (E)-alpha,beta-unsaturated amides in high d.e., which may be converted into their corresponding acids or oxazolines in good yield.