The Schmittel cyclization was achieved at room temperature through triazole-gold (TA-Au) catalyzed propargyl vinyl ether rearrangement. Other tested [L-Au]+ catalysts gave complex reaction mixtures under identical conditions with no desired products observed. Importantly, because of the employment of mild conditions, sterically hindered groups (such as t-Bu) on allene termini were no longer required, which allowed successful synthesis of previously challenging substrates.

Ambient Schmittel cyclization promoted by chemoselective triazole-gold catalyst

244th National Meeting (2012)

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