Diastereoselective Tetrahydropyrone Synthesis through Transition‐Metal‐Free Oxidative Carbon–Hydrogen Bond Activation

Abstract

CC bonds from CH bonds: Tethering nucleophilic groups to benzylic and allylic ethers allows cyclization reactions by DDQ-mediated oxidative carbon–hydrogen bond activation (see scheme; DDQ=2,3-dichloro-5,6-dicyano-1,4-benzoquinone). The method is operationally simple, proceeds with a wide range of ether groups, is tolerant of functional groups, and is highly stereoselective. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2008/z706002_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.