A Concise Formal Total Synthesis of (��)-Strychnine by Using a Transannular Inverse-Electron-Demand Diels���Alder Reaction of a [3](1,3)Indolo[3](3,6)pyridazinophane

Abstract

(±)-Strychnine in 12 easy steps! This concise synthesis involves the construction of a [3.3]cyclophane and its transannular inverse-electron-demand Diels–Alder reaction to afford a pentacycle quantitatively (see scheme), which is rapidly converted into Rawal's key ABCEG intermediate; thus (±)-strychnine can be synthesized from tryptamine in only 12 steps. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2002/z19171_s.pdf or from the author. 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.