Gold‐Catalyzed Rearrangement of Allylic Oxonium Ylides: Efficient Synthesis of Highly Functionalized Dihydrofuran‐3‐ones1. Issue 15 (6th March 2013)

• Record Type: Journal Article
• Authors: Fu, Junkai; Shang, Hai; Wang, Zhaofeng; Chang, Le; Shao, Wenbing; Yang, Zhen; Tang, Yefeng
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 15(2013)
• Page Start: 4198
• Page End: 4202
• Publication Date: 2013-03-06
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201208305
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>"Diazo" not needed</bold>: The title reaction results in the rearrangement of oxonium ylides, which were prepared from readily available homopropargylic allylic ethers instead of diazo compounds, through two different mechanisms: a concerted 2, 3‐sigmatropic rearrangement, or a stepwise 1, 4‐allyl migration followed by a Claisen rearrangement (see scheme).<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg1x47fbk6" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>