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Access to Naphthoic Acid Derivatives through an Oxabenzonorbornadiene Rearrangement
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https://doi.org/10.1021/acs.orglett.3c02823Abstract
Herein, the synthesis of 1-hydroxy-2-naphthoic acid esters through an unexpected Lewis-acid-mediated 1,2-acyl shift of oxabenzonorbornadienes is reported. Using this methodology, novel substitution patterns for 1-hydroxy-2-naphtoic acid esters can be obtained. A mechanistic proposal and rationale for this transformation, the products of which had been previously incorrectly characterized, is given.
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