biostudies-literatureLucke DDeutsche ForschungsgemeinschaftNational Institute of General Medical SciencesNIGMS NIH HHSNIH HHS7349-7353https://www.ebi.ac.uk/biostudies/studies/S-EPMC10695670biostudies-literatureUnknown25(40)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.Organic lettersAccess to Naphthoic Acid Derivatives through an Oxabenzonorbornadiene Rearrangement.PMC10695670S10 OD024998PE 3436/1R35 GM130345LU 2679/1-1Petzold MSarpong RCampbell ASLucke DfalseAccess to Naphthoic Acid Derivatives through an Oxabenzonorbornadiene Rearrangement.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.2023-01-01T00:00:00Z2023 Oct2025-04-25T17:30:59.576Z2025-04-06T05:37:58.565ZS-EPMC106956703779593910.1021/acs.orglett.3c02823