Highly regio- and stereo-selective annulation–elimination reactions of 1-cycloalkenyl 3-hydroxypropyl ethers in the presence of triflic anhydride and tertiary amines are described; the bicyclic vinyl ethers produced are converted to 2-substituted δ-lactones, macrocyclic oxolactones and bicyclic hydroxy ethers by ozonolysis and stereoselective hydroboration.
K. Ishihara, N. Hanaki and H. Yamamoto, J. Chem. Soc., Chem. Commun., 1995, 1117 DOI: 10.1039/C39950001117
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