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In the search for a new access to thujopsanone related compounds by cycloisomerization reactions of unsaturated propargylic alcohols and acetates, we found several interesting reaction types and demonstrated the complementarity of Au, Pt, and Cu catalysts. Thus, 6‐en‐1‐yn‐3‐ol 10 a underwent clean cyclization/ether formation to 16, in particular using Au catalysts (76–98 %) or a newly prepared CuI...
Pt and Au are going out of fashion: The [Cu(CH3CN)4][BF4] species effectively catalyzes the cyclization–fragmentation of 5‐en‐1‐yn‐3‐ols. The reactivity of 6‐en‐1‐yn‐4‐ols greatly depends on the catalyst used (see scheme). An unusual fragmentation and metathesis reactions of 6‐en‐1‐yn‐4‐ols have also been detected.
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