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Paper | Regular issue | Vol 89, No. 1, 2014, pp.59-68
Published online, 22nd November, 2013
DOI: 10.3987/COM-13-12859
Regioselectivity of the Palladium-Mediated Intramolecular Coupling Reaction of Highly Oxygenated Phenyl Benzoate Derivatives and Application to the Synthesis of Altertenuol

Takuya Matsukihira, Shumpei Saga, Yoshikazu Horino, and Hitoshi Abe*

*Department of Environmental Applied Chemistry, Faculty of Engineering, Toyama University, Gofuku 3190, Toyama 930-8555, Japan

Abstract

The regioselectivity of the intramolecular biaryl coupling reaction of 3’,4’-dialkoxyphenyl 2,4-dimethoxybenzoates was investigated using a palladium reagent, and transition state models of the reaction are proposed. As an application of this study, a short-step synthesis of altertenuol is also performed.