A Concise Synthesis of (−)‐Aplyviolene Facilitated by a Strategic Tertiary Radical Conjugate Addition

Abstract

A second-generation synthesis of the rearranged spongian diterpene aplyviolene is reported. The key step is the addition of a trialkyl tertiary radical generated by photoredox-mediated fragmentation of a N-(acyloxy)phthalimide to an α-chloropentenone (see scheme). This process fashioned a quaternary stereocenter while combining two units of significant complexity. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.