Abstract

An intramolecular, benzylic C(sp3)–C(sp2) bond forming Heck reaction on vinylogous carbonates (or β-alkoxyacrylates) is developed for an efficient synthesis of isochromene derivatives. A competitive Heck reaction between a normal olefin and a vinylogous carbonate moiety led to a dihydronaphthalene product via coupling with olefin exclusively. The method was used in the synthesis of a core of cis-dihydrokalafungin and monocerolide.

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