Asymmetric Synthesis of α‐Chiral Allylic Silanes by Enantioconvergent γ‐Selective Copper(I)‐Catalyzed Allylic Silylation1. Issue 17 (19th March 2013)

• Record Type: Journal Article
• Authors: Delvos, Lukas B.; Vyas, Devendra J.; Oestreich, Martin
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 17(2013)
• Page Start: 4650
• Page End: 4653
• Publication Date: 2013-03-19
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201300648
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Gamma way</bold>: Regio‐ and enantioselective allylic substitution with a silicon nucleophile generated by copper(I)‐catalyzed SiB bond activation provides direct access to α‐chiral allylic silanes from linear acceptors. The enantioconvergent catalysis employing McQuade's six‐membered N‐heterocyclic‐carbene–copper(I) catalyst is applicable to aryl‐ and alkyl‐substituted allylic phosphates (see scheme).<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg1xps8337" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>