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CuI Mediated One-Pot Cycloacetalization/Ketalization of o‑Carbonyl Allylbenzenes: Synthesis of Benzo­bicyclo­[3.2.1]­octane Core

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posted on 2017-03-23, 14:53 authored by Chieh-Kai Chan, Yu-Lin Tsai, Meng-Yang Chang
CuI/DMSO-mediated intramolecular cyclo­acetalization/ketalization of o-carbonyl allylbenzenes has been achieved for constructing [6,6,5]-tricycles having a ketal motif in good yields. The expeditious one-step route provides a three C–O bond formation. The key products with the structural framework of a benzofused dioxa­bicyclo­[3.2.1]­octane core have been confirmed by X-ray crystallographic analysis. Synthesis of dihydro­isocoumarin has been studied.

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