Asymmetric Synthesis of Fully Substituted Cyclopentane‐Oxindoles through an Organocatalytic Triple Michael Domino Reaction. Issue 3 (2nd December 2014)

• Record Type: Journal Article
• Authors: Zou, Liang‐Hua; Philipps, Arne R.; Raabe, Gerhard; Enders, Dieter
• Is Part Of: Chemistry. Volume 21:Issue 3(2015)
• Page Start: 1004
• Page End: 1008
• Publication Date: 2014-12-02
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201406047
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>An efficient, highly stereoselective asymmetric synthesis of fully functionalized cyclopentanes bearing an oxindole moiety and several other functional groups in one pot has been developed. Key step is an organocatalytic triple Michael domino reaction forming three CC bonds and six stereocenters, including a quaternary one. Starting from equimolar amounts of simple substrates, a high molecular complexity can be reached after a Wittig olefination in one pot. The new protocol can easily be scaled up to gram amounts.</p> </abstract>