Rearrangements of propargylic esters can be induced by some electrophiles.
An electrophile-induced rearrangement of propargylic esters without need of transition catalysis is possible. In particular, this observation provides a mild, economic, and effective method for the introduction of benzyl ether derivatives to access functionalized α,β-unsaturated ketones. Preliminary mechanistic studies suggest that this rearrangement undergoes an intramolecular 1,3-acyloxy shift.
Department of Organic Chemistry, Faculty of Chemistry Vilnius University Naugarduko 24, LT-03225 Vilnius, Lithuania.
Inga
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Čikotienė