Experimental procedure: dimethyl-2-thienylsilane (32 mg, 0.22 mmol) is added dropwise to a solution of Karstedt catalyst (0.1 M in xylenes,9 µL,0.0009 mmol) and
tert-Bu3P (1 µL,0.003 mmol) in THF (0.7 mL), and the mixture is stirred for 30 min at rt. A solution of (
E)-5-(tetrahydropyran-2-yloxy)pent-3-en-1-yne (30 mg,0.18 mmol) in THF (1 mL) is then added over 10 min and the reaction mixture is stirred for 10 h at rt. The solvent is removed under vacuum and the crude is purified by column chromatography (SiO
2, hexane/AcOEt) to afford
1 (92% yield).