Asymmetric Organocatalytic Michael/Henry Domino Reactions through Hydrogen‐Bond Activation: Kinetic Access to Indane Scaffolds Bearing cis‐Vicinal Substituents. Issue 33 (2nd July 2013)

• Record Type: Journal Article
• Authors: Loh, Charles C. J.; Atodiresei, Iuliana; Enders, Dieter
• Is Part Of: Chemistry. Volume 19:Issue 33(2013)
• Page Start: 10822
• Page End: 10826
• Publication Date: 2013-07-02
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201302131
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Catalyst directs towards</bold>­ <italic><bold>cis</bold></italic><bold>!</bold> A bifunctional hydrogen‐bond‐catalyzed Michael/Henry domino reaction allows preferential asymmetric access to the kinetic <italic>cis</italic>‐nitroindanol products with excellent enantioselectivity through a postulated matched transition state (see scheme; H‐Bo = hydrogen bond activation). This high yielding protocol opens up a new strategy to access highly useful enantio‐enriched <italic>cis</italic>‐aminoindanol‐containing ligands and catalysts.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg36r2swr0" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>