Synthesis of linear cis-anti-cis triquinane derivative via a [3+2] cycloaddition and Krapcho decarboxylation as key steps

Abstract

A short synthetic sequence to a linear triquinane is reported involving [3+2] cycloaddition, oxidative cleavage of double bond using ruthenium catalyst followed by decarboxylation. By this methodology, norbornene double bond can be easily cleaved to obtain the linear triquinane unit. This methodology is useful for the synthesis of natural and non-natural products having fused cyclopentane ring systems.