REGIOSELECTIVITY OF THE PALLADIUM-MEDIATED INTRAMOLECULAR COUPLING REACTION OF HIGHLY OXYGENATED PHENYL BENZOATE DERIVATIVES AND APPLICATION TO THE SYNTHESIS OF ALTERTENUOL

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

REGIOSELECTIVITY OF THE INTRAMOLECULAR BIARYL COUPLING REACTION OF 3-SUBSTITUTED PHENYL 2-IODOBENZOATE USING A PALLADIUM REAGENT

This study investigated the regioselectivity of the intramolecular coupling reaction of the phenyl benzoate derivative which possesses a methyl or methoxy group at the meta-position of the phenoxy moiety. The type of base and the presence/absence of the phosphine ligand influenced the product ratio. A transition state model and the regioselectivity of the reaction are discussed

SYNTHESIS OF NIGRICANIN VIA INTRAMOLECULAR BIARYL COUPLING REACTION OF FUNCTIONALIZED PHENYL BENZOATE

A tetracyclic natural product, nigricanin (1), was synthesized through an intramolecular biaryl coupling reaction of the phenyl benzoate derivative which was derived from the corresponding phenol and benzoic acid