Catalytic Enantioselective Synthesis of α‐Substituted Secondary Allylic Alcohols from Terminal Alkynes and Aldehydes via Vinylaluminum Reagents. Issue 52 (14th November 2013)

• Record Type: Journal Article
• Authors: Kumar, Ravindra; Kawasaki, Hiroki; Harada, Toshiro
• Is Part Of: Chemistry. Volume 19:Issue 52(2013)
• Page Start: 17707
• Page End: 17710
• Publication Date: 2013-11-14
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201303619
• Languages: English
• ISSNs: 0947-6539

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>One‐pot procedure</bold>: A general method for the highly enantioselective synthesis of α‐substituted allylic alcohols has been developed starting from readily available terminal alkynes and aldehydes and proceeding via vinylaluminum reagents (see scheme, dppp=1, 3‐bis(diphenylphosphino)propane). The use of Me₂AlH is essential in the Ni‐catalyzed hydroalumination step to generate vinylaluminum reagents that cannot reduce the aldehyde.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t3stn0f" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>