A trans‐Selective Hydroboration of Internal Alkynes1. Issue 52 (31st October 2013)

• Record Type: Journal Article
• Authors: Sundararaju, Basker; Fürstner, Alois
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 52(2013)
• Page Start: 14050
• Page End: 14054
• Publication Date: 2013-10-31
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201307584
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Violate the rule</bold>: The reigning stereochemical principle of hydroboration is the suprafacial delivery of hydrogen and boron to the same π‐face of a given starting material. This fundamental rule of <italic>cis</italic> addition is now easily broken for internal alkynes with the help of [Cp*Ru(MeCN)₃]PF₆ (Cp*=η⁵‐C₅Me₅) as the catalyst. The resulting <italic>trans</italic>‐selective hydroboration opens a practical new entry into <italic>E</italic>‐configured alkenylboron derivatives.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg4t3hz2c2" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>