Organocatalytic Synthesis of Furan-Embedded Styrene Atropisomers.

Abstract

Herein, we report the first synthesis of furan-embedded styrene atropisomers via the reaction between 1-(aryl-ethynyl)-naphthalen-2-ol and γ-hydroxyenone. The reaction proceeds through in situ furan formation from γ-hydroxyenone. The styrene derivatives were obtained in moderate to good yields with high diastereoselectivities with a catalytic amount of PTSA. Few applications such as triazole formation and cross-coupling reactions have been demonstrated. A preliminary catalytic asymmetric version was also reported.