Abstract
| - Studies on the macrocyclization of α,ω-dialdehydes have revealed a strong dependence on ring size withrespect to the ultimate efficiency of the reaction. Strong catalyst dependence was observed, as thiazoliumsalts led to no detectable product formation, whereas electron-deficient triazolium salts served asprecatalysts for the cyclization. Surprisingly, the N-pentafluorophenyl triazolium variant led to cyclizationat room temperature within a short 90-min reaction time. These findings were applied to a range ofsubstrates, including the synthesis of a key intermediate in a rapid synthesis of trans-resorcylide.
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