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