[3, 3]??Sigmatropic Rearrangement Step in the Gold??Catalyzed Cyclization of Allyl??(ortho??alkinylphenyl) methyl Ethers

M Ackermann, J Bucher, M Rappold…

Index: Ackermann, Martin; Bucher, Janina; Rappold, Melissa; Graf, Katharina; Rominger, Frank; Hashmi, A. Stephen K. Chemistry - An Asian Journal, 2013 , vol. 8, # 8 p. 1786 - 1794

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Citation Number: 13

Abstract

Abstract The gold-catalyzed conversion of allyl-(ortho-alkynylphenyl) methyl ethers was investigated, and allylated isochromenes were obtained. An optimization of the catalysis conditions with respect to different phosphane and carbene ligands on gold, different counterions, and different solvents was conducted. Subsequently, the scope and limitations of this reaction were investigated with 21 substrates. The mechanistic studies show an ...