Catalytic Asymmetric CN Bond Formation: Phosphine‐Catalyzed Intra‐ and Intermolecular γ‐Addition of Nitrogen Nucleophiles to Allenoates and Alkynoates1. Issue 9 (21st January 2013)

• Record Type: Journal Article
• Authors: Lundgren, Rylan J.; Wilsily, Ashraf; Marion, Nicolas; Ma, Cong; Chung, Ying Kit; Fu, Gregory C.
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 9(2013)
• Page Start: 2525
• Page End: 2528
• Publication Date: 2013-01-21
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201208957
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Pin the amine on the gamma</bold>: A new method has been developed for the γ‐addition of nitrogen nucleophiles to γ‐substituted alkynoates or allenoates through intra‐ and intermolecular processes that are catalyzed by spirophosphine <bold>1</bold> (see scheme). An asymmetric version of this reaction affords enantioenriched pyrrolidines, indolines, and γ‐amino‐α, β‐unsaturated carbonyl compounds.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg1v49fncp" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>