American Chemical Society
ol7b00630_si_002.cif (853.66 kB)
Download file

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

Download (853.66 kB)
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.