Hydrocyanative Cyclization and Three‐Component Cross‐Coupling Reaction between Allenes and Alkynes under Nickel Catalysis1. Issue 31 (21st June 2013)

• Record Type: Journal Article
• Authors: Arai, Shigeru; Amako, Yuka; Yang, Xiaofei; Nishida, Atsushi
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 31(2013)
• Page Start: 8147
• Page End: 8150
• Publication Date: 2013-06-21
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201303883
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Packed with functionality</bold>: The key step in the title reactions with acetone cyanohydrin is a regioselective hydronickelation of allenes. Subsequent carbometalation of the alkyne followed by reductive elimination gave cyano‐functionalized tetrasubstituted alkenes in a regio‐ and stereoselective manner (see scheme; EWG=electron‐withdrawing group, Ts=<italic>p</italic>‐toluenesulfonyl).<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg276x44c0" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>