Synthesis of isochromene derivatives using an intramolecular benzylic C(sp3)–C(sp2) bond forming Heck reaction on vinylogous carbonates

Gharpure, Santosh J. ; Shelke, Yogesh G. ; Reddy, S. Raja Bhushan (2014) Synthesis of isochromene derivatives using an intramolecular benzylic C(sp3)–C(sp2) bond forming Heck reaction on vinylogous carbonates RSC Advances, 4 (87). pp. 46962-46965. ISSN 2046-2069

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Official URL: http://doi.org/10.1039/c4ra08421g

Related URL: http://dx.doi.org/10.1039/c4ra08421g

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.

Item Type:Article
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ID Code:131717
Deposited On:07 Dec 2022 11:43
Last Modified:07 Dec 2022 11:43

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