Abstract
The orthoester Johnson–Claisen rearrangement of allyl alcohol with triethyl orthoacetate for the synthesis of ethyl 4-pentenoate has been optimized, in order to allow for a selective and efficient subsequent alkoxycarbonylation using formates in an atom efficient manner. Diethyl adipate was successfully yielded in up to 89% applying very low orthoester excess, formic acid and mild reaction conditions in an innovative, one-pot procedure.
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